Literature DB >> 24752139

Stereochemical determination of new cytochalasans from the plant endophytic fungus Trichoderma gamsii.

Lin Chen1, Yue-Tao Liu2, Bo Song2, Hong-Wu Zhang2, Gang Ding3, Xing-Zhong Liu4, Yu-Cheng Gu5, Zhong-Mei Zou6.   

Abstract

Three new cytochalasans, trichalasins E (1), F (2) and H (7), together with four known analogues, trichalasin C (3), aspochalasin K (4), trichalasin G (5) and aspergillin PZ (8), were isolated from one endophytic fungus Trichoderma gamsii inhabiting in the traditional medicinal plant Panax notoginseng (BurK.) F.H. Chen. Trichalasins E (1) contains a unique hydroperoxyl group, which is the first report in all known analogues, whereas trichalasin H (7) possesses the rare 6/5/6/6/5 pentacyclic skeleton with 12-oxatricyclo [6.3.1.0(2,7)] moiety as that of aspergillin PZ (8). The relative configurations of the new compounds were characterized by analysis of coupling constants and ROESY correlations, and the absolute configurations of trichalasins E (1), H (7) and aspergillin PZ (8) were determined by modified Mosher's reaction. In addition, compounds 1-5, 7 and 8 were tested cytotoxic activities against several cancer cell lines.
Copyright © 2014 Elsevier B.V. All rights reserved.

Entities:  

Keywords:  Cytochalasans; Endophytes; Stereochemistry; Trichoderma gamsii

Mesh:

Substances:

Year:  2014        PMID: 24752139     DOI: 10.1016/j.fitote.2014.04.009

Source DB:  PubMed          Journal:  Fitoterapia        ISSN: 0367-326X            Impact factor:   2.882


  12 in total

1.  Trichoderamides A and B, a pair of stereoisomers from the plant endophytic fungus Trichoderma gamsii.

Authors:  Gang Ding; Lin Chen; Cao Zhou; Jia Hong-Mei; Yue-Tao Liu; Xing Chang; Bo Song; Xing-Zhong Liu; Yu-Cheng Gu; Zhong-Mei Zou
Journal:  J Antibiot (Tokyo)       Date:  2015-02-04       Impact factor: 2.649

2.  Biomimetic Synthesis of (+)-Aspergillin PZ.

Authors:  Julius R Reyes; Nils Winter; Lukas Spessert; Dirk Trauner
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-02       Impact factor: 15.336

3.  Progress in the Chemistry of Cytochalasans.

Authors:  Hucheng Zhu; Chunmei Chen; Qingyi Tong; Yuan Zhou; Ying Ye; Lianghu Gu; Yonghui Zhang
Journal:  Prog Chem Org Nat Prod       Date:  2021

4.  Pycnidiophorones A-D, four new cytochalasans from the wetland derived fungus Pycnidiophora dispersa.

Authors:  Chen Zhao; Gaoran Liu; Xingzhong Liu; Lan Zhang; Lin Li; Ling Liu
Journal:  RSC Adv       Date:  2020-11-05       Impact factor: 4.036

5.  Insights into the Chemical Diversity of Selected Fungi from the Tza Itzá Cenote of the Yucatan Peninsula.

Authors:  Carlos A Fajardo-Hernández; Firoz Shah Tuglak Khan; Laura Flores-Bocanegra; Alejandra Prieto-Davó; Baojie Wan; Rui Ma; Mallique Qader; Rodrigo Villanueva-Silva; Anahí Martínez-Cárdenas; Marian A López-Lobato; Shabnam Hematian; Scott G Franzblau; Huzefa A Raja; Rodolfo García-Contreras; Mario Figueroa
Journal:  ACS Omega       Date:  2022-03-28

6.  Koninginins N-Q, Polyketides from the Endophytic Fungus Trichoderma koningiopsis Harbored in Panax notoginseng.

Authors:  Kai Liu; Ya-Bin Yang; Jin-Lian Chen; Cui-Ping Miao; Qiang Wang; Hao Zhou; You-Wei Chen; Yi-Qing Li; Zhong-Tao Ding; Li-Xing Zhao
Journal:  Nat Prod Bioprospect       Date:  2016-01-11

7.  Flavichalasines A-M, cytochalasan alkaloids from Aspergillus flavipes.

Authors:  Guangzheng Wei; Dongdong Tan; Chunmei Chen; Qingyi Tong; Xiao-Nian Li; Jinfeng Huang; Junjun Liu; Yongbo Xue; Jianping Wang; Zengwei Luo; Hucheng Zhu; Yonghui Zhang
Journal:  Sci Rep       Date:  2017-02-13       Impact factor: 4.379

8.  Molecular Networking-Based Metabolome and Bioactivity Analyses of Marine-Adapted Fungi Co-cultivated With Phytopathogens.

Authors:  Ernest Oppong-Danquah; Delphine Parrot; Martina Blümel; Antje Labes; Deniz Tasdemir
Journal:  Front Microbiol       Date:  2018-09-06       Impact factor: 5.640

9.  New 19-Residue Peptaibols from Trichoderma Clade Viride.

Authors:  Tamás Marik; Chetna Tyagi; Gordana Racić; Dávid Rakk; András Szekeres; Csaba Vágvölgyi; László Kredics
Journal:  Microorganisms       Date:  2018-08-12

10.  Chaetomadrasins A and B, Two New Cytotoxic Cytochalasans from Desert Soil-Derived Fungus Chaetomium madrasense 375.

Authors:  Qing-Feng Guo; Zhen-Hua Yin; Juan-Juan Zhang; Wen-Yi Kang; Xue-Wei Wang; Gang Ding; Lin Chen
Journal:  Molecules       Date:  2019-09-05       Impact factor: 4.411

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