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Article ; Online: Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.

Deck, Lorraine M / Hunsaker, Lucy A / Vander Jagt, Thomas A / Whalen, Lisa J / Royer, Robert E / Vander Jagt, David L

2018 Volume 143, Page(s) 854–865

Abstract: Inflammation and oxidative stress are common in many chronic diseases. Targeting signaling pathways that contribute to these conditions may have therapeutic potential. The transcription factor Nrf2 is a major regulator of phase II detoxification and anti- ...

Abstract	Inflammation and oxidative stress are common in many chronic diseases. Targeting signaling pathways that contribute to these conditions may have therapeutic potential. The transcription factor Nrf2 is a major regulator of phase II detoxification and anti-oxidant genes as well as anti-inflammatory and neuroprotective genes. Nrf2 is widespread in the CNS and is recognized as an important regulator of brain inflammation. The natural product curcumin exhibits numerous biological activities including ability to induce the expression of Nrf2-dependent phase II and anti-oxidant enzymes. Curcumin has been examined in a number of clinical studies with limited success, mainly owing to limited bioavailability and rapid metabolism. Enone analogues of curcumin were examined with an Nrf2 reporter assay to identify Nrf2 activators. Analogues were separated into groups with a 7-carbon dienone spacer, as found in curcumin; a 5-carbon enone spacer with and without a ring; and a 3-carbon enone spacer. Activators of Nrf2 were found in all three groups, many of which were more active than curcumin. Dose-response studies demonstrated that a range of substituents on the aromatic rings of these enones influenced not only the sensitivity to activation, reflected in EC
MeSH term(s)	Curcumin/analogs & derivatives ; Curcumin/chemistry ; Curcumin/pharmacology ; Dose-Response Relationship, Drug ; Hep G2 Cells ; Humans ; Ketones/chemistry ; Ketones/pharmacology ; Molecular Structure ; NF-E2-Related Factor 2/antagonists & inhibitors ; NF-E2-Related Factor 2/metabolism ; Oxidants/antagonists & inhibitors ; Oxidants/metabolism ; Signal Transduction/drug effects ; Structure-Activity Relationship
Chemical Substances	Ketones ; NF-E2-Related Factor 2 ; NFE2L2 protein, human ; Oxidants ; Curcumin (IT942ZTH98)
Language	English
Publishing date	2018-01-01
Publishing country	France
Document type	Journal Article
ZDB-ID	188597-2
ISSN	1768-3254 ; 0009-4374 ; 0223-5234
ISSN (online)	1768-3254
ISSN	0009-4374 ; 0223-5234
DOI	10.1016/j.ejmech.2017.11.048
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Article: Methylglyoxal, diabetes mellitus and diabetic complications.

Vander Jagt, David L

Drug metabolism and drug interactions

2008 Volume 23, Issue 1-2, Page(s) 93–124

Abstract: A large literature has developed around methylglyoxal (MG) concerning its role in diabetes mellitus (DM) and in the development of diabetic complications. This is related to the observation that levels of reactive aldehydes, especially 2-oxoaldehydes ... ...

Abstract	A large literature has developed around methylglyoxal (MG) concerning its role in diabetes mellitus (DM) and in the development of diabetic complications. This is related to the observation that levels of reactive aldehydes, especially 2-oxoaldehydes such as MG, are elevated in DM. There are numerous metabolic origins of MG that are accentuated in DM. MG has effects on insulin secretion from pancreatic beta-cells and is a major precursor of advanced glycation endproducts (AGE). Consequently, MG has a role in primary DM as well in the etiology of long-term complications. There is an extensive literature concerning the enzymes involved in the metabolism of MG, especially the glyoxalase system and aldose reductase. In addition, there is a rapidly developing literature on the direct and indirect effects of MG on signaling pathways that impact DM. This review attempts to integrate this DM-associated literature related to MG.
MeSH term(s)	Aldehydes/metabolism ; Diabetes Complications/metabolism ; Diabetes Mellitus/metabolism ; Glycation End Products, Advanced/metabolism ; Humans ; Insulin/physiology ; Oxidative Stress/physiology ; Pyruvaldehyde/metabolism ; Signal Transduction/physiology
Chemical Substances	Aldehydes ; Glycation End Products, Advanced ; Insulin ; Pyruvaldehyde (722KLD7415)
Language	English
Publishing date	2008-05-13
Publishing country	Germany
Document type	Journal Article ; Review
ZDB-ID	885161-x
ISSN	2191-0162 ; 0792-5077 ; 0334-2190
ISSN (online)	2191-0162
ISSN	0792-5077 ; 0334-2190
DOI	10.1515/dmdi.2008.23.1-2.93
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Article ; Online: Activation of anti-oxidant Nrf2 signaling by substituted trans stilbenes.

Deck, Lorraine M / Whalen, Lisa J / Hunsaker, Lucy A / Royer, Robert E / Vander Jagt, David L

Bioorganic & medicinal chemistry

2017 Volume 25, Issue 4, Page(s) 1423–1430

Abstract: Nrf2, which is a member of the cap'n'collar family of transcription factors, is a major regulator of phase II detoxification and anti-oxidant genes as well as anti-inflammatory and neuroprotective genes. The importance of inflammation and oxidative ... ...

Abstract	Nrf2, which is a member of the cap'n'collar family of transcription factors, is a major regulator of phase II detoxification and anti-oxidant genes as well as anti-inflammatory and neuroprotective genes. The importance of inflammation and oxidative stress in many chronic diseases supports the concept that activation of anti-oxidant Nrf2 signaling may have therapeutic potential. A number of Nrf2 activators have entered into clinical trials. Nrf2 exists in the cytosol in complex with its binding partner Keap1, which is a thiol-rich redox-sensing protein. In response to oxidative and electrophilic stress, select cysteine residues of Keap1 are modified, which locks Keap1 in the Nrf2-Keap1 complex and allows newly synthesized Nrf2 to enter the nucleus. Numerous Nrf2-activating chemicals, including a number of natural products, are electrophiles that modify Keap1, often by Michael addition, leading to activation of Nrf2. One concern with the design of Nrf2 activators that are electrophilic covalent modifiers of Keap1 is the issue of selectivity. In the present study, substituted trans stilbenes were identified as activators of Nrf2. These activators of Nrf2 are not highly electrophilic and therefore are unlikely to activate Nrf2 through covalent modification of Keap1. Dose-response studies demonstrated that a range of substituents on either ring of the trans stilbenes, especially fluorine and methoxy substituents, influenced not only the sensitivity to activation, reflected in EC
MeSH term(s)	Antioxidants/chemical synthesis ; Antioxidants/chemistry ; Antioxidants/pharmacology ; Dose-Response Relationship, Drug ; Hep G2 Cells ; Humans ; Molecular Structure ; NF-E2-Related Factor 2/antagonists & inhibitors ; NF-E2-Related Factor 2/metabolism ; Signal Transduction/drug effects ; Stereoisomerism ; Stilbenes/chemical synthesis ; Stilbenes/chemistry ; Stilbenes/pharmacology ; Structure-Activity Relationship
Chemical Substances	Antioxidants ; NF-E2-Related Factor 2 ; NFE2L2 protein, human ; Stilbenes
Language	English
Publishing date	2017-02-15
Publishing country	England
Document type	Journal Article
ZDB-ID	1161284-8
ISSN	1464-3391 ; 0968-0896
ISSN (online)	1464-3391
ISSN	0968-0896
DOI	10.1016/j.bmc.2017.01.005
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Article: Synthesis of Naphthoic Acids as Potential Anticancer Agents

Deck, Lorraine M. / Greenberg, Jacob A. / Whalen, Lisa J. / Vander Jagt, David L. / Royer, Robert E.

Synlett

2018 Volume 30, Issue 01, Page(s) 104–108

Abstract: As part of ongoing research to investigate structural requirements for lactate dehydrogenase inhibition by highly substituted naphthoic acids, nine new aryl-substituted dihydroxynaphthoic acids were synthesized from three known precursors. Described here ...

Abstract	As part of ongoing research to investigate structural requirements for lactate dehydrogenase inhibition by highly substituted naphthoic acids, nine new aryl-substituted dihydroxynaphthoic acids were synthesized from three known precursors. Described here are efficient preparations of the 1-naphthoic acid target compounds by using Suzuki coupling reactions, formylations, oxidations, and demethylations. Lactate dehydrogenase inhibition studies conducted with five of the compounds revealed values of the inhibitory constant K i in the low micromolar range.
Keywords	naphthoic acids ; Suzuki coupling ; naphthaldehydes ; formylation ; oxidation ; medicinal chemistry
Language	English
Publishing date	2018-12-03
Publisher	© Georg Thieme Verlag
Publishing place	Stuttgart ; New York
Document type	Article
ZDB-ID	2042012-2
ISSN	1437-2096 ; 0936-5214
ISSN (online)	1437-2096
ISSN	0936-5214
DOI	10.1055/s-0037-1611342
Database	Thieme publisher's database

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Article ; Online: Inhibition of nuclear factor kappaB activation and cyclooxygenase-2 expression by aqueous extracts of Hispanic medicinal herbs.

Orlando, Robert A / Gonzales, Amanda M / Hunsaker, Lucy A / Franco, Carolina R / Royer, Robert E / Vander Jagt, David L / Vander Jagt, Dorothy J

Journal of medicinal food

2010 Volume 13, Issue 4, Page(s) 888–895

Abstract: Nonsteroidal anti-inflammatory drugs (NSAIDs) are a primary choice of therapy for diseases with a chronic inflammatory component. Unfortunately, long-term NSAID therapy is often accompanied by severe side effects, including cardiovascular and ... ...

Abstract	Nonsteroidal anti-inflammatory drugs (NSAIDs) are a primary choice of therapy for diseases with a chronic inflammatory component. Unfortunately, long-term NSAID therapy is often accompanied by severe side effects, including cardiovascular and gastrointestinal complications. Because of this, there is critical need for identification of new and safer treatments for chronic inflammation to circumvent these side effects. Inflammatory diseases have been successfully remedied with natural herbs by many cultures. To better understand the potential of natural herbs in treating chronic inflammation and to identify their mechanism of action, we have evaluated the anti-inflammatory activities of 20 medicinal herbs commonly used in the Hispanic culture. We have established a standardized method for preparing aqueous extracts (teas) from the selected medicinal herbs and screened for inhibition of tumor necrosis factor-alpha-induced activation of nuclear factor kappaB (NF-kappaB), which is the central signaling pathway of the inflammatory response. A number of herbal teas were identified that exhibited significant anti-inflammatory activity. In particular, tea from the herb commonly called laurel was found to be an especially potent inhibitor of NF-kappaB-dependent cyclooxygenase-2 gene expression and prostaglandin E(2) production in cultured murine macrophages. These findings indicate that laurel tea extract contains potent anti-inflammatory compounds that function by inhibiting the major signal transduction pathway responsible for inducing an inflammatory event. Based on these results, laurel may represent a new, safe therapeutic agent for managing chronic inflammation.
MeSH term(s)	Anti-Inflammatory Agents, Non-Steroidal/pharmacology ; Cell Line ; Cyclooxygenase 2/genetics ; Cyclooxygenase 2/immunology ; Down-Regulation/drug effects ; Drug Evaluation, Preclinical ; Gene Expression Regulation, Enzymologic/drug effects ; Hispanic Americans ; Humans ; Inflammation/drug therapy ; Inflammation/enzymology ; Inflammation/immunology ; NF-kappa B/genetics ; NF-kappa B/immunology ; Plant Extracts/pharmacology ; Plants, Medicinal/chemistry
Chemical Substances	Anti-Inflammatory Agents, Non-Steroidal ; NF-kappa B ; Plant Extracts ; Cyclooxygenase 2 (EC 1.14.99.1)
Language	English
Publishing date	2010-04-26
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	1427365-2
ISSN	1557-7600 ; 1096-620X
ISSN (online)	1557-7600
ISSN	1096-620X
DOI	10.1089/jmf.2009.1128
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Article ; Online: SPION-enhanced magnetic resonance imaging of Alzheimer's disease plaques in AβPP/PS-1 transgenic mouse brain.

Sillerud, Laurel O / Solberg, Nathan O / Chamberlain, Ryan / Orlando, Robert A / Heidrich, John E / Brown, David C / Brady, Christina I / Vander Jagt, Thomas A / Garwood, Michael / Vander Jagt, David L

Journal of Alzheimer's disease : JAD

2012 Volume 34, Issue 2, Page(s) 349–365

Abstract: In our program to develop non-invasive magnetic resonance imaging (MRI) methods for the diagnosis of Alzheimer's disease (AD), we have synthesized antibody-conjugated, superparamagnetic iron oxide nanoparticles (SPIONs) for use as an in vivo agent for ... ...

Abstract	In our program to develop non-invasive magnetic resonance imaging (MRI) methods for the diagnosis of Alzheimer's disease (AD), we have synthesized antibody-conjugated, superparamagnetic iron oxide nanoparticles (SPIONs) for use as an in vivo agent for MRI detection of amyloid-β plaques in AD. Here we report studies in AβPP/PS1 transgenic mice, which demonstrate the ability of novel anti-AβPP conjugated SPIONs to penetrate the blood-brain barrier to act as a contrast agent for MR imaging of plaques. The conspicuity of the plaques increased from an average Z-score of 5.1 ± 0.5 to 8.3 ± 0.2 when the plaque contrast to noise ratio was compared in control AD mice with AD mice treated with SPIONs. The number of MRI-visible plaques per brain increased from 347 ± 45 in the control AD mice, to 668 ± 86 in the SPION treated mice. These results indicated that our SPION enhanced amyloid-β detection method delivers an efficacious, non-invasive MRI detection method in transgenic mice.
MeSH term(s)	Alzheimer Disease/genetics ; Alzheimer Disease/pathology ; Amyloid beta-Protein Precursor/genetics ; Animals ; Ferric Compounds ; Humans ; Magnetic Resonance Imaging/methods ; Metal Nanoparticles ; Mice ; Mice, Transgenic ; Plaque, Amyloid/genetics ; Plaque, Amyloid/pathology ; Presenilin-1/genetics
Chemical Substances	Amyloid beta-Protein Precursor ; Ferric Compounds ; Presenilin-1 ; ferric oxide (1K09F3G675)
Language	English
Publishing date	2012-12-11
Publishing country	Netherlands
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	1440127-7
ISSN	1875-8908 ; 1387-2877
ISSN (online)	1875-8908
ISSN	1387-2877
DOI	10.3233/JAD-121171
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Article ; Online: A chemical analog of curcumin as an improved inhibitor of amyloid Abeta oligomerization.

Orlando, Robert A / Gonzales, Amanda M / Royer, Robert E / Deck, Lorraine M / Vander Jagt, David L

PloS one

2012 Volume 7, Issue 3, Page(s) e31869

Abstract: Amyloid-like plaques are characteristic lesions defining the neuropathology of Alzheimer's disease (AD). The size and density of these plaques are closely associated with cognitive decline. To combat this disease, the few therapies that are available ... ...

Abstract	Amyloid-like plaques are characteristic lesions defining the neuropathology of Alzheimer's disease (AD). The size and density of these plaques are closely associated with cognitive decline. To combat this disease, the few therapies that are available rely on drugs that increase neurotransmission; however, this approach has had limited success as it has simply slowed an imminent decline and failed to target the root cause of AD. Amyloid-like deposits result from aggregation of the Aβ peptide, and thus, reducing amyloid burden by preventing Aβ aggregation represents an attractive approach to improve the therapeutic arsenal for AD. Recent studies have shown that the natural product curcumin is capable of crossing the blood-brain barrier in the CNS in sufficient quantities so as to reduce amyloid plaque burden. Based upon this bioactivity, we hypothesized that curcumin presents molecular features that make it an excellent lead compound for the development of more effective inhibitors of Aβ aggregation. To explore this hypothesis, we screened a library of curcumin analogs and identified structural features that contribute to the anti-oligomerization activity of curcumin and its analogs. First, at least one enone group in the spacer between aryl rings is necessary for measureable anti-Aβ aggregation activity. Second, an unsaturated carbon spacer between aryl rings is essential for inhibitory activity, as none of the saturated carbon spacers showed any margin of improvement over that of native curcumin. Third, methoxyl and hydroxyl substitutions in the meta- and para-positions on the aryl rings appear necessary for some measure of improved inhibitory activity. The best lead inhibitors have either their meta- and para-substituted methoxyl and hydroxyl groups reversed from that of curcumin or methoxyl or hydroxyl groups placed in both positions. The simple substitution of the para-hydroxy group on curcumin with a methoxy substitution improved inhibitor function by 6-7-fold over that measured for curcumin.
MeSH term(s)	Alzheimer Disease/drug therapy ; Alzheimer Disease/metabolism ; Amyloid beta-Protein Precursor/metabolism ; Blood-Brain Barrier/metabolism ; Cell Line ; Curcumin/analogs & derivatives ; Curcumin/chemical synthesis ; Curcumin/chemistry ; Curcumin/pharmacokinetics ; Curcumin/pharmacology ; Enzyme Inhibitors/chemical synthesis ; Enzyme Inhibitors/chemistry ; Enzyme Inhibitors/pharmacokinetics ; Enzyme Inhibitors/pharmacology ; Humans ; Protein Multimerization/drug effects
Chemical Substances	APP protein, human ; Amyloid beta-Protein Precursor ; Enzyme Inhibitors ; Curcumin (IT942ZTH98)
Language	English
Publishing date	2012-03-19
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural
ISSN	1932-6203
ISSN (online)	1932-6203
DOI	10.1371/journal.pone.0031869
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Article: Synthesis of benzyl substituted naphthalenes from benzylidene tetralones.

Deck, Lorraine M / Mgani, Quintino / Martinez, Andrea / Martinic, Alice / Whalen, Lisa J / Vander Jagt, David L / Royer, Robert E

Tetrahedron letters

2013 Volume 53, Issue 4, Page(s) 373–376

Abstract: A convenient and efficient synthesis of novel highly substituted dimethoxybenzylnaphthalenes, which are precursors to several dihydroxynaphthoic acids, is described. The approach involves the use of aldol chemistry to provide a number of benzylidene ... ...

Abstract	A convenient and efficient synthesis of novel highly substituted dimethoxybenzylnaphthalenes, which are precursors to several dihydroxynaphthoic acids, is described. The approach involves the use of aldol chemistry to provide a number of benzylidene tetralones, which are converted to the target naphthalenes in three steps, with good to excellent yields. Grignard reaction of intermediate benzyl tetralones provided 1-substituted benzyl naphthalenes. The reported synthesis is flexible and scalable and provides access to naphthalenes having a variety of substitution patterns. These benzyl substituted naphthalenes are being converted to naphthoic acids and the bioactivities of these compounds are currently being investigated.
Language	English
Publishing date	2013-06-21
Publishing country	England
Document type	Journal Article
ZDB-ID	204287-3
ISSN	1873-3581 ; 0040-4039
ISSN (online)	1873-3581
ISSN	0040-4039
DOI	10.1016/j.tetlet.2011.11.065
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Article ; Online: Optical and SPION-enhanced MR imaging shows that trans-stilbene inhibitors of NF-κB concomitantly lower Alzheimer's disease plaque formation and microglial activation in AβPP/PS-1 transgenic mouse brain.

Solberg, Nathan O / Chamberlin, Ryan / Vigil, Jenette R / Deck, Lorraine M / Heidrich, John E / Brown, David C / Brady, Christina I / Vander Jagt, Thomas A / Garwood, Michael / Bisoffi, Marco / Severns, Virginia / Vander Jagt, David L / Sillerud, Laurel O

Journal of Alzheimer's disease : JAD

2014 Volume 40, Issue 1, Page(s) 191–212

Abstract: Alzheimer's disease (AD) is associated with a microglia-dependent neuroinflammatory response against plaques containing the fibrous protein amyloid-β (Aβ). Activation of microglia, which closely associate with Aβ plaques, engenders the release of pro- ... ...

Abstract	Alzheimer's disease (AD) is associated with a microglia-dependent neuroinflammatory response against plaques containing the fibrous protein amyloid-β (Aβ). Activation of microglia, which closely associate with Aβ plaques, engenders the release of pro-inflammatory cytokines and the internalization of Aβ fibrils. Since the pro-inflammatory transcription factor NF-κB is one of the major regulators of Aβ-induced inflammation, we treated transgenic amyloid-β protein protein/presenilin-1 (AβPP/PS1) mice for one year with a low dose (0.01% by weight in the diet) of either of two trans-stilbene NF-κB inhibitors, resveratrol or a synthetic analog LD55. The 3D distribution of Aβ plaques was measured ex vivo in intact brains at 60 μm resolution by quantitative magnetic resonance imaging (MRI) using blood-brain barrier-permeable, anti-AβPP-conjugated superparamagentic iron oxide nanoparticles (SPIONs). The MRI measurements were confirmed by optical microscopy of thioflavin-stained brain tissue sections and indicated that supplementation with either of the two trans-stilbenes lowered Aβ plaque density in the cortex, caudoputamen, and hippocampus by 1.4 to 2-fold. The optical measurements also included the hippocampus and indicated that resveratrol and LD55 reduced average Aβ plaque density by 2.3-fold and 3.1-fold, respectively. Ex vivo measurements of the regional distribution of microglial activation by Iba-1 immunofluorescence of brain tissue sections showed that resveratrol and LD55 reduced average microglial activation by 4.2- fold and 3.5-fold, respectively. Since LD55 lacked hydroxyl groups but both resveratrol and LD55 concomitantly reduced both Aβ plaque burden and neuroinflammation to a similar extent, it appears that the antioxidant potential of resveratrol is not an important factor in plaque reduction.
MeSH term(s)	Age Factors ; Alzheimer Disease/drug therapy ; Alzheimer Disease/genetics ; Alzheimer Disease/metabolism ; Alzheimer Disease/pathology ; Amyloid beta-Protein Precursor/genetics ; Animals ; Brain/metabolism ; Brain/pathology ; Disease Models, Animal ; Enzyme Inhibitors/pharmacology ; Ferric Compounds ; Humans ; Imaging, Three-Dimensional ; Metal Nanoparticles ; Mice ; Mice, Transgenic ; Microglia/metabolism ; Microglia/pathology ; Microglia/ultrastructure ; Mutation/genetics ; NF-kappa B/metabolism ; Neuroprotective Agents/chemistry ; Neuroprotective Agents/pharmacology ; Neuroprotective Agents/therapeutic use ; Plaque, Amyloid/pathology ; Presenilin-1/genetics ; Resveratrol ; Stilbenes/chemistry ; Stilbenes/pharmacology ; Stilbenes/therapeutic use
Chemical Substances	Amyloid beta-Protein Precursor ; Enzyme Inhibitors ; Ferric Compounds ; NF-kappa B ; Neuroprotective Agents ; PSEN1 protein, human ; Presenilin-1 ; Stilbenes ; ferric oxide (1K09F3G675) ; Resveratrol (Q369O8926L)
Language	English
Publishing date	2014-01-10
Publishing country	Netherlands
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ZDB-ID	1440127-7
ISSN	1875-8908 ; 1387-2877
ISSN (online)	1875-8908
ISSN	1387-2877
DOI	10.3233/JAD-131031
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Article: Synthesis of Hemigossypol and its Derivatives.

Wei, Jun / Vander Jagt, David L / Royer, Robert E / Deck, Lorraine M

Tetrahedron letters

2010 Volume 51, Issue 44, Page(s) 5757–5760

Abstract: Hemigossypol (3), a sesquiterpene natural product, was previously isolated from Gossypium barbadense and was shown to display improved anti-fungal activity compared to gossypol (1), the disesquiterpene dimer of hemigossypol (3). Gossypol exhibits ... ...

Abstract	Hemigossypol (3), a sesquiterpene natural product, was previously isolated from Gossypium barbadense and was shown to display improved anti-fungal activity compared to gossypol (1), the disesquiterpene dimer of hemigossypol (3). Gossypol exhibits multiple biological activities. In order to study whether hemigossypol and it derivatives retain the various bioactivities of gossypol, we developed a short and convenient synthetic scheme to synthesize hemigossypol. This is the first de novo synthesis of this natural product. In addition derivatives of hemigossypol with various 2,5-alkyl substituents were synthesized. Modification of the synthetic scheme also afforded the natural product hemigossylic lactone (4) and its 2,5-substituted derivatives.
Language	English
Publishing date	2010-08-30
Publishing country	England
Document type	Journal Article
ZDB-ID	204287-3
ISSN	1873-3581 ; 0040-4039
ISSN (online)	1873-3581
ISSN	0040-4039
DOI	10.1016/j.tetlet.2010.08.089
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