Literature DB >> 16805555

Transformation of an irregularly bridged epidithiodiketopiperazine to trichodermamide A.

Prapairat Seephonkai1, Palangpon Kongsaeree, Samran Prabpai, Masahiko Isaka, Yodhathai Thebtaranonth.   

Abstract

[reaction: see text] An unusually bridged epidithiodiketopiperazine, pretrichodermamide A (3), was isolated from the fungus Trichoderma sp. BCC 5926. During the extensive effort to crystallize 3 for X-ray crystallographic analysis, conversion of this compound to trichodermamide A with coproduction of S(8) occurred.

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Year:  2006        PMID: 16805555     DOI: 10.1021/ol061046l

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

1.  Epipolythiodiketopiperazine and trichothecene derivatives from the NaI-containing fermentation of marine-derived Trichoderma cf. brevicompactum.

Authors:  Hiroyuki Yamazaki; Ohgi Takahashi; Ryota Kirikoshi; Akiho Yagi; Teruki Ogasawara; Yuki Bunya; Henki Rotinsulu; Ryuji Uchida; Michio Namikoshi
Journal:  J Antibiot (Tokyo)       Date:  2020-05-19       Impact factor: 2.649

2.  Cytotoxicity and Mechanism of Action of the Marine-Derived Fungal Metabolite Trichodermamide B and Synthetic Analogues.

Authors:  Petra E Jans; Adelphe M Mfuh; Hadi D Arman; Corena V Shaffer; Oleg V Larionov; Susan L Mooberry
Journal:  J Nat Prod       Date:  2017-01-04       Impact factor: 4.050

3.  Concise Total Synthesis of Trichodermamides A, B, and C Enabled by an Efficient Construction of the 1,2-Oxazadecaline Core.

Authors:  Adelphe M Mfuh; Yu Zhang; David E Stephens; Anh X T Vo; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2015-06-22       Impact factor: 15.419

Review 4.  Sulfur-Containing Compounds from Endophytic Fungi: Sources, Structures and Bioactivities.

Authors:  Yaqin Fan; Zhiheng Ma; Yan Zhang; Yufei Wang; Yousong Ding; Cong Wang; Shugeng Cao
Journal:  J Fungi (Basel)       Date:  2022-06-13

5.  Inhibition of Phytophthora species, agents of cocoa black pod disease, by secondary metabolites of Trichoderma species.

Authors:  Gilles-Alex Pakora; Joseph Mpika; Daouda Kone; Michel Ducamp; Ismael Kebe; Bastien Nay; Didier Buisson
Journal:  Environ Sci Pollut Res Int       Date:  2017-09-30       Impact factor: 4.223

6.  Peniciadametizine A, a Dithiodiketopiperazine with a Unique Spiro[furan-2,7'-pyrazino[1,2-b][1,2]oxazine] Skeleton, and a Related Analogue, Peniciadametizine B, from the Marine Sponge-Derived Fungus Penicillium adametzioides.

Authors:  Yang Liu; Attila Mándi; Xiao-Ming Li; Ling-Hong Meng; Tibor Kurtán; Bin-Gui Wang
Journal:  Mar Drugs       Date:  2015-06-05       Impact factor: 5.118

Review 7.  Structural Diversity and Biological Activities of the Cyclodipeptides from Fungi.

Authors:  Xiaohan Wang; Yuying Li; Xuping Zhang; Daowan Lai; Ligang Zhou
Journal:  Molecules       Date:  2017-11-23       Impact factor: 4.411

Review 8.  Exploration of marine natural resources in Indonesia and development of efficient strategies for the production of microbial halogenated metabolites.

Authors:  Hiroyuki Yamazaki
Journal:  J Nat Med       Date:  2021-08-20       Impact factor: 2.343

9.  Fungal Epithiodiketopiperazines Carrying α,β-Polysulfide Bridges from Penicillium steckii YE, and Their Chemical Interconversion.

Authors:  Guangde Jiang; Peilan Zhang; Ranjala Ratnayake; Guang Yang; Yi Zhang; Ran Zuo; Magan Powell; José C Huguet-Tapia; Khalil A Abboud; Long H Dang; Max Teplitski; Valerie Paul; Rui Xiao; K H Ahammad; Uz Zaman; Zhenquan Hu; Shugeng Cao; Hendrik Luesch; Yousong Ding
Journal:  Chembiochem       Date:  2020-09-30       Impact factor: 3.164

10.  A copper-catalyzed asymmetric oxime propargylation enables the synthesis of the gliovirin tetrahydro-1,2-oxazine core.

Authors:  Nicholas G W Cowper; Matthew J Hesse; Katie M Chan; Sarah E Reisman
Journal:  Chem Sci       Date:  2020-10-15       Impact factor: 9.825

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