Literature DB >> 25985278

Gene-inspired mycosynthesis of skeletally new indole alkaloids.

Li Ping Lin1, Peng Yuan1, Nan Jiang2, Ya Ning Mei3, Wen Jing Zhang1, Hui Min Wu1, Ai Hua Zhang1, Jiang Ming Cao1, Zheng Xin Xiong2, Ye Lu, Ren Xiang Tan1.   

Abstract

Dalesindole, an antibacterial and anti-inflammatory indole alkaloid with an undescribed carbon skeleton, was stereoselectively constructed by Daldinia eschscholzii through class II aldolase catalyzed Michael addition of fungal chromone with 3,3'-diindolylmethane (DIM) formed in situ from indole-3-carbinol (I3C) under catalyses of monooxygenase and 8-amino-7-oxononanoate synthase (AONS). Dalesindole isomerizes via a retro-Michael reaction to give stereoisomers with bioactivities. The work provides an access to new bioactive hybrids of fungal oligoketide with microbially decorated exogenous chemistry.

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Year:  2015        PMID: 25985278     DOI: 10.1021/acs.orglett.5b00882

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


  4 in total

1.  Carbon-nitrogen bond formation to construct novel polyketide-indole hybrids from the indole-3-carbinol exposed culture of Daldinia eschscholzii.

Authors:  Li Ping Lin; Min Wu; Nan Jiang; Wei Wang; Ren Xiang Tan
Journal:  Synth Syst Biotechnol       Date:  2022-03-19

2.  Post-ingestion conversion of dietary indoles into anticancer agents.

Authors:  Li Ping Lin; Dan Liu; Jia Cheng Qian; Liang Wu; Quan Zhao; Ren Xiang Tan
Journal:  Natl Sci Rev       Date:  2021-08-13       Impact factor: 23.178

3.  Daldiniaeschsone A, a Rare Tricyclic Polyketide Having a Chromone Unit Fused to a δ-Lactone and Its Symmetrical Biphenyl Dimer, Daldiniaeschsone B, from an Endophytic Fungus Daldinia eschscholtzii SDBR-CMUNKC745.

Authors:  Natnicha Wutthiwong; Virayu Suthiphasilp; Aknarin Pintatum; Nakarin Suwannarach; Jaturong Kumla; Saisamorn Lumyong; Tharakorn Maneerat; Rawiwan Charoensup; Sarot Cheenpracha; Thunwadee Limtharakul; Stephen G Pyne; Surat Laphookhieo
Journal:  J Fungi (Basel)       Date:  2021-05-02

Review 4.  Synthetic strategies, SAR studies, and computer modeling of indole 2 and 3-carboxamides as the strong enzyme inhibitors: a review.

Authors:  Gholamabbas Chehardoli; Asrin Bahmani
Journal:  Mol Divers       Date:  2020-05-12       Impact factor: 2.943

  4 in total

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