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  1. Article ; Online: Diterpenoid Alkaloids Isolated from Delphinium brunonianum and Their Inhibitory Effects on Hepatocytes Lipid Accumulation

    Huanhuan Ma / Yunxia Ma / Zeren Dawa / Yufeng Yao / Meiqi Wang / Kaihui Zhang / Chenchen Zhu / Fangle Liu / Chaozhan Lin

    Molecules, Vol 27, Iss 2257, p

    2022  Volume 2257

    Abstract: This research aimed to excavate compounds with activity reducing hepatocytes lipid accumulation from Delphinium brunonianum . Four novel diterpenoid alkaloids, brunodelphinine B–E, were isolated from D. brunonianum together with eleven known diterpenoid ... ...

    Abstract This research aimed to excavate compounds with activity reducing hepatocytes lipid accumulation from Delphinium brunonianum . Four novel diterpenoid alkaloids, brunodelphinine B–E, were isolated from D. brunonianum together with eleven known diterpenoid alkaloids through a phytochemical investigation. Their structures were elucidated by comprehensive spectroscopy methods including HR-ESI-MS, NMR, IR, UV, CD, and single-crystal X-ray diffraction analysis. The inhibitory effects of a total of 15 diterpenoid alkaloids on hepatocytes lipid accumulation were evaluated using 0.5 mM FFA (oleate/palmitate 2:1 ratio) to induce buffalo rat liver (BRL) cells by measuring the levels of triglyceride (TG), total cholesterol (TC), alanine transaminase (ALT), aspartate transaminase (AST), and the staining of oil red O. The results show that five diterpenoid alkaloids—brunodelphinine E ( 4 ), delbruline ( 5 ), lycoctonine ( 7 ), delbrunine ( 8 ), and sharwuphinine A ( 12 )—exhibited significant inhibitory effects on lipid accumulation in a dose-dependent manner and without cytotoxicity. Among them, sharwuphinine A ( 12 ) displayed the strongest inhibition of hepatocytes lipid accumulation in vitro. Our research increased the understanding on the chemical composition of D. brunonianum and provided experimental and theoretical evidence for the active ingredients screened from this herbal medicine in the treatment of the diseases related to lipid accumulation, such as non-alcoholic fatty liver disease and hyperlipidemia.
    Keywords Delphinium brunonianum ; diterpenoid alkaloids ; lipid accumulation ; Organic chemistry ; QD241-441
    Subject code 540
    Language English
    Publishing date 2022-03-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  2. Article ; Online: A new diterpenoid alkaloid isolated from Delphinium caeruleum.

    Lin, Chao-Zhan / Liu, Zhu-Jie / Bairi, Zeren-Dawa / Zhu, Chen-Chen

    Chinese journal of natural medicines

    2017  Volume 15, Issue 1, Page(s) 45–48

    Abstract: The present study was designed to determine the chemical constituents of Delphinium caeruleum Jacq. ex Camb.. The chemical constituents were isolated and purified by column chromatography with silica gel, ODS, and Sephadex LH-20. Their structures were ... ...

    Abstract The present study was designed to determine the chemical constituents of Delphinium caeruleum Jacq. ex Camb.. The chemical constituents were isolated and purified by column chromatography with silica gel, ODS, and Sephadex LH-20. Their structures were elucidated by IR, MS, and NMR. Ten compounds were obtained and identified as caerudelphinine A (1), lycoctonine (2), talitine B (3), talitine A (4), talitine C (5), tatsienine-V (6), d-magnoflorine (7), 2-trimethyl-ammonio-3-(3-indolyl) propionate (8), vakhmatine (9), and delatisine (10). Compound 1 was a new lycoctonine-type C19-diterpenoid alkaloid, and compounds 4-10 were isolated from this plant for the first time.
    MeSH term(s) Aconitine/analogs & derivatives ; Aconitine/chemistry ; Aconitine/isolation & purification ; Alkaloids/chemistry ; Alkaloids/isolation & purification ; Aporphines/chemistry ; Aporphines/isolation & purification ; Delphinium/chemistry ; Diterpenes/chemistry ; Diterpenes/isolation & purification ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Plant Components, Aerial/chemistry ; Plant Extracts/chemistry
    Chemical Substances Alkaloids ; Aporphines ; Diterpenes ; Plant Extracts ; caerudelphinine A ; lycoctonine (0GLX1UNC80) ; tatsiensine (86695-18-3) ; magnoflorine (NI8K6962K4) ; Aconitine (X8YN71D5WC)
    Language English
    Publishing date 2017-01
    Publishing country China
    Document type Journal Article
    ZDB-ID 2192577-X
    ISSN 1875-5364 ; 2095-6975 ; 1672-3651
    ISSN (online) 1875-5364
    ISSN 2095-6975 ; 1672-3651
    DOI 10.1016/S1875-5364(17)30007-9
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Jia-ga-song-tang protection against alcoholic liver and intestinal damage.

    Fang, Jiamin / Wu, Yuhuan / Gan, Changlian / Ruan, Shufang / He, Xiaoliang / Wang, Bixia / Wang, Ying / Yu, Jingtao / Sang, Chuanlan / Zeren, Dawa / Xiong, Tianqin

    Frontiers in pharmacology

    2022  Volume 13, Page(s) 981706

    Abstract: Gut-liver axis and cellular homeostasis play key roles in alcohol liver disease (ALD). Nuclear factor (erythroid-derived 2)-like 2 (Nrf2) is a stress-sensitive guarantor of cellular homeostasis. We investigated whether the beneficial effects and ... ...

    Abstract Gut-liver axis and cellular homeostasis play key roles in alcohol liver disease (ALD). Nuclear factor (erythroid-derived 2)-like 2 (Nrf2) is a stress-sensitive guarantor of cellular homeostasis. We investigated whether the beneficial effects and underlying mechanisms of Jia-ga-song Tang (JGST) against ALD were associated with gut-liver axis and cellular homeostasis. A predictive network depicting the relationship between Jia-Ga-Song-Tang (JGST) and alcoholic liver disease (ALD) was designed by Network pharmacology. Next, 5% v/v Lieber-DeCarli alcohol liquid diet was used to establish the ALD. JGST protected the liver damage, repaired the intestines to alleviate the Two-hit on the liver, and balanced the cellular homeostasis. It was manifested in repairing the liver and intestinal pathological structure, reducing serum ALT, AST, and liver TG, TC, MDA, CAT, and increasing liver GSH, and intestine GSH-Px. JGST mainly inhibited the liver mRNA levels of HO-1, NQO1, GCLC, FASN, and PPARα and activated the intestinal mRNA levels of HO-1 and NQO1, while inhibiting the liver protein levels of HO-1, NQO1. Furthermore, LPS and LBP in the plasma and the expression of inflammatory factors such as IL-1β, TNF-α, IL-6, TGFβ1, CD14, and Myd88 were reduced after treatment to prove that JGST protects the liver from Two-hit. Ethanol was used to intervene in HepG2 and IEC-6 to establish an ALD cell model and treated by Germacrone, ML385, and TBHQ. repaired the intestinal barrier, and inhibited Nrf2 in IEC-6, but protect the HepG2 by activating Nrf2 to balance cellular homeostasis. Our results reinforce that JGST provides an effective protective method for alcoholic liver disease (ALD) by regulating Gut-liver axis and cellular homeostasis.
    Language English
    Publishing date 2022-09-26
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2587355-6
    ISSN 1663-9812
    ISSN 1663-9812
    DOI 10.3389/fphar.2022.981706
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Diterpenoid alkaloids isolated from Delphinium trichophorum alleviate pulmonary fibrosis via the TGF-β/Smad pathway in 3T6 and HFL-1 cells.

    Yao, Yufeng / Chen, Yuanyuan / Zeren, Dawa / Ma, Yunxia / Xie, Yuanyuan / Wang, Qian / Ma, Huanhuan / Wang, Meiqi / Liu, Fangle / Zhu, Chenchen / Lin, Chaozhan

    Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie

    2022  Volume 149, Page(s) 112906

    Abstract: Delphinium trichophorum Franch (DTF), a species endemic to China, has been widely used for centuries in Tibet as an indigenous medicine for treating cough, pneumonia, and pulmonary fibrosis. Hetisine-type ... ...

    Abstract Delphinium trichophorum Franch (DTF), a species endemic to China, has been widely used for centuries in Tibet as an indigenous medicine for treating cough, pneumonia, and pulmonary fibrosis. Hetisine-type C
    MeSH term(s) Alkaloids/pharmacology ; Alkaloids/therapeutic use ; Delphinium/metabolism ; Diterpenes/therapeutic use ; Fibrosis ; Lipopolysaccharides/pharmacology ; Molecular Docking Simulation ; Pulmonary Fibrosis/chemically induced ; Pulmonary Fibrosis/drug therapy ; Pulmonary Fibrosis/metabolism ; Receptor, Transforming Growth Factor-beta Type I/metabolism ; Signal Transduction ; Smad Proteins/metabolism ; Transforming Growth Factor beta/metabolism ; Transforming Growth Factor beta1/metabolism
    Chemical Substances Alkaloids ; Diterpenes ; Lipopolysaccharides ; Smad Proteins ; Transforming Growth Factor beta ; Transforming Growth Factor beta1 ; Receptor, Transforming Growth Factor-beta Type I (EC 2.7.11.30)
    Language English
    Publishing date 2022-04-04
    Publishing country France
    Document type Journal Article
    ZDB-ID 392415-4
    ISSN 1950-6007 ; 0753-3322 ; 0300-0893
    ISSN (online) 1950-6007
    ISSN 0753-3322 ; 0300-0893
    DOI 10.1016/j.biopha.2022.112906
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article: A new diterpenoid alkaloid isolated from Delphinium caeruleum

    LIN, Chao-Zhan / Chen-Chen ZHU / Zeren-Dawa BAIRI / Zhu-Jie LIU

    Chinese journal of natural medicines. 2017 Jan., v. 15, no. 1

    2017  

    Abstract: The present study was designed to determine the chemical constituents of Delphinium caeruleum Jacq. ex Camb.. The chemical constituents were isolated and purified by column chromatography with silica gel, ODS, and Sephadex LH-20. Their structures were ... ...

    Abstract The present study was designed to determine the chemical constituents of Delphinium caeruleum Jacq. ex Camb.. The chemical constituents were isolated and purified by column chromatography with silica gel, ODS, and Sephadex LH-20. Their structures were elucidated by IR, MS, and NMR. Ten compounds were obtained and identified as caerudelphinine A (1), lycoctonine (2), talitine B (3), talitine A (4), talitine C (5), tatsienine-V (6), d-magnoflorine (7), 2-trimethyl-ammonio-3-(3-indolyl) propionate (8), vakhmatine (9), and delatisine (10). Compound 1 was a new lycoctonine-type C19-diterpenoid alkaloid, and compounds 4–10 were isolated from this plant for the first time.
    Keywords alkaloids ; chemical composition ; chromatography ; Delphinium ; nuclear magnetic resonance spectroscopy ; Oriental traditional medicine ; propionic acid ; silica gel
    Language English
    Dates of publication 2017-01
    Size p. 45-48.
    Publishing place Elsevier B.V.
    Document type Article
    ZDB-ID 2192577-X
    ISSN 1875-5364 ; 2095-6975 ; 1672-3651
    ISSN (online) 1875-5364
    ISSN 2095-6975 ; 1672-3651
    DOI 10.1016/S1875-5364(17)30007-9
    Database NAL-Catalogue (AGRICOLA)

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  6. Article ; Online: Intrahepatic cholestasis induced by α-naphthylisothiocyanate can cause gut-liver axis disorders.

    Chen, Zhengyuan / Wu, Yuhuan / Wang, Bixia / Fang, Jiamin / Gan, Changlian / Sang, Chuanlan / Dun, Zhu / Luosang, Tajie / Wang, Qing / Zeren, Dawa / Xiong, Tianqin

    Environmental toxicology and pharmacology

    2021  Volume 86, Page(s) 103672

    Abstract: Clinical studies have shown that Intrahepatic cholestasis is closely related to intestinal injury. The gut-liver axis theory suggests that the intestine and liver are closely related, and that bile acids are important mediators linking the intestine and ... ...

    Abstract Clinical studies have shown that Intrahepatic cholestasis is closely related to intestinal injury. The gut-liver axis theory suggests that the intestine and liver are closely related, and that bile acids are important mediators linking the intestine and liver. We compared two cholestasis models: a single injection model that received a single subcutaneous ANIT injection (75 mg/kg), and a multiple subcutaneous injection model that received an injection of ANIT (50 mg/kg) every other day for 2 weeks. We used Transmetil (ademetionine 1,4-butanedisulfonate) to relieve intrahepatic cholestasis in the multiple injection group. In the multiple injection group, we found increased hepatic bile duct hyperplasia, increased fibrosis of the liver, increased small intestine inflammation and oxidative damage, increased harmful bile acids, decreased bile acids transporter levels. After treatment with Transmetil, the liver and gut injuries were relieved. These results suggest that intrahepatic cholestasis can cause disorders of the gut-liver axis.
    MeSH term(s) 1-Naphthylisothiocyanate ; Animals ; Bile Acids and Salts/analysis ; Cholestasis, Intrahepatic/chemically induced ; Cholestasis, Intrahepatic/genetics ; Cholestasis, Intrahepatic/pathology ; Cytokines/genetics ; Feces/chemistry ; Intestinal Diseases/chemically induced ; Intestinal Diseases/genetics ; Intestinal Diseases/pathology ; Intestine, Small/drug effects ; Intestine, Small/metabolism ; Intestine, Small/pathology ; Liver/drug effects ; Liver/metabolism ; Liver/pathology ; Liver Cirrhosis/chemically induced ; Liver Cirrhosis/genetics ; Liver Cirrhosis/pathology ; Male ; Mice, Inbred C57BL ; Mice
    Chemical Substances Bile Acids and Salts ; Cytokines ; 1-Naphthylisothiocyanate (551-06-4)
    Language English
    Publishing date 2021-05-11
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 1318302-3
    ISSN 1872-7077 ; 1382-6689
    ISSN (online) 1872-7077
    ISSN 1382-6689
    DOI 10.1016/j.etap.2021.103672
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Structure-activity Relationships of Antioxidant Activity in vitro about Flavonoids Isolated from Pyrethrum Tatsienense

    Chao-Zhan Lin / Chen-Chen Zhu / Min Hu / Ai-Zhi Wu / Bairu Zeren-dawa / Kangsa Suolang-qimei

    Journal of Intercultural Ethnopharmacology, Vol 3, Iss 3, Pp 123-

    2014  Volume 127

    Abstract: Pyrethrum tatsienense (Bur. et Franch.) Ling is mainly used to treat hepatitis, headaches, head injuries, ulcers, and wounds in Tibet. The aim of this study was to investigate the antioxidant activity of eleven flavonoids mainly revealing luteolin as ... ...

    Abstract Pyrethrum tatsienense (Bur. et Franch.) Ling is mainly used to treat hepatitis, headaches, head injuries, ulcers, and wounds in Tibet. The aim of this study was to investigate the antioxidant activity of eleven flavonoids mainly revealing luteolin as mother nucleus isolated from Pyrethrum tatsienense, and further elaborate the structure-activity relationships of antioxidant activity about these flavonoids. The above study would provide some theoretical basis for the obvious therapeutic effects of this Chinese medicine. [J Intercult Ethnopharmacol 2014; 3(3.000): 123-127]
    Keywords Pyrethrum tatsienense; flavonoids; antioxidant activity; structure-activity relationship ; Therapeutics. Pharmacology ; RM1-950 ; Medicine ; R
    Language English
    Publishing date 2014-06-01T00:00:00Z
    Publisher SAGEYA Publishing Company
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  8. Article ; Online: Diterpenoid alkaloids and flavonoids from Delphinium trichophorum.

    Lin, Chao-Zhan / Zhao, Zhong-Xiang / Xie, Si-Min / Mao, Ju-Hua / Zhu, Chen-Chen / Li, Xiao-Hui / Zeren-dawa, Bairi / Suolang-qimei, Kangsa / Zhu, Dun / Xiong, Tian-Qin / Wu, Ai-Zhi

    Phytochemistry

    2013  Volume 97, Page(s) 88–95

    Abstract: Five hetisane-type C20-diterpenoid alkaloids, trichodelphinines A-E, one delnudine-type C20-diterpenoid alkaloid, trichodelphinine F and three known flavonoids, quercetin, quercetin 3-O-β-D-glucopyranoside, and quercetin 3-O-β-D-glucopyranoside-7-O-α-L- ... ...

    Abstract Five hetisane-type C20-diterpenoid alkaloids, trichodelphinines A-E, one delnudine-type C20-diterpenoid alkaloid, trichodelphinine F and three known flavonoids, quercetin, quercetin 3-O-β-D-glucopyranoside, and quercetin 3-O-β-D-glucopyranoside-7-O-α-L-arabinopyranoside, were isolated from whole plants of Delphinium trichophorum Franch. Their structures were elucidated on the basis of extensive spectroscopic analysis, including HSQC, HMBC, (1)H-(1)H COSY, NOESY and X-ray crystallographic analysis, and from chemical evidence. The cytotoxic activities of the diterpenoid alkaloids were evaluated using the MTT method, and the IC50 values of their cytotoxicity against A549 cancer cells ranged from 12.03 to 52.79 μM.
    MeSH term(s) Alkaloids/chemistry ; Alkaloids/isolation & purification ; Alkaloids/pharmacology ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/isolation & purification ; Antineoplastic Agents/pharmacology ; Crystallography, X-Ray ; Delphinium/chemistry ; Diterpenes/chemistry ; Diterpenes/isolation & purification ; Diterpenes/pharmacology ; Drug Screening Assays, Antitumor ; Flavonoids/chemistry ; Flavonoids/isolation & purification ; Flavonoids/pharmacology ; Glucosides/chemistry ; Glucosides/isolation & purification ; Humans ; Inhibitory Concentration 50 ; Molecular Conformation ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Quercetin/analogs & derivatives ; Quercetin/chemistry ; Quercetin/isolation & purification ; Tibet
    Chemical Substances Alkaloids ; Antineoplastic Agents ; Diterpenes ; Flavonoids ; Glucosides ; Quercetin (9IKM0I5T1E) ; quercetin 3-O-glucopyranoside (RY36PD0CQ2)
    Language English
    Publishing date 2013-11-17
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2013.10.011
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article: Structure-activity relationships of antioxidant activity in vitro about flavonoids isolated from Pyrethrum tatsienense.

    Lin, Chao-Zhan / Zhu, Chen-Chen / Hu, Min / Wu, Ai-Zhi / Bairu, Zeren-Dawa / Kangsa, Suolang-Qimei

    Journal of intercultural ethnopharmacology

    2014  Volume 3, Issue 3, Page(s) 123–127

    Abstract: Aim: Antioxidant activity is one of the important indexes for estimating medicinal value for the traditional Chinese medicine. The aim of this study is to investigate the antioxidant activity of 11 flavonoids mainly revealing luteolin as mother nucleus ... ...

    Abstract Aim: Antioxidant activity is one of the important indexes for estimating medicinal value for the traditional Chinese medicine. The aim of this study is to investigate the antioxidant activity of 11 flavonoids mainly revealing luteolin as mother nucleus isolated from Pyrethrum tatsienense.
    Materials and methods: The antioxidant activity of 11 flavonoids was measured in vitro using the classical 1,1-diphenyl-2-picrylhydrazyl removal method. The percentages of scavenging activity of 11 flavonoids were analyzed by taking the choice of a-tocopherol as positive drugs, and the scavenging activity was plotted against the sample concentration to obtain the IC50 values.
    Results: Ten flavonoids containing phenolic hydroxyl groups have different levels of antioxidant activity. Antioxidant activity mainly depends on the numbers and the substitutional positions of phenolic hydroxyls in B ring. When C-3', 4' positions in B ring of flavonoids are replaced by hydroxyl groups, the antioxidant activity improved remarkably. Phenolic hydroxyl groups in A ring contribute some to antioxidant activity because of the electrophilic effect of C ring, and the numbers and substitutional positions of methoxyl and glycosyl have a little effect on the antioxidant activity.
    Conclusion: Structure-activity relationships of antioxidant activity about flavonoids isolated from P. tatsienense are concluded, which will be beneficial to deep understanding the pharmacological functions of this Tibetan medicine in vivo from the point of antioxidation.
    Language English
    Publishing date 2014-07-03
    Publishing country United States
    Document type Journal Article
    ZDB-ID 2721488-6
    ISSN 2146-8397
    ISSN 2146-8397
    DOI 10.5455/jice.20140619030232
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article: Simultaneous determination of five diterpenoid alkaloids in

    Lin, Chao-Zhan / Xie, Si-Min / Zhu, Chen-Chen / Bairu, Zeren-Dawa / Kangsa, Suolang-Qimei / Zhu, Dun

    Journal of pharmaceutical analysis

    2013  Volume 3, Issue 6, Page(s) 447–451

    Abstract: A HPLC-ELSD method was developed and validated for simultaneous determination of five Hetisane-type diterpenoid alkaloids in a Tibetan traditional herbal medicine, " ...

    Abstract A HPLC-ELSD method was developed and validated for simultaneous determination of five Hetisane-type diterpenoid alkaloids in a Tibetan traditional herbal medicine, "
    Language English
    Publishing date 2013-07-06
    Publishing country China
    Document type Journal Article
    ZDB-ID 2630174-X
    ISSN 2095-1779
    ISSN 2095-1779
    DOI 10.1016/j.jpha.2013.06.002
    Database MEDical Literature Analysis and Retrieval System OnLINE

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