Literature DB >> 26403931

Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005.

Jong Won Kim1, Sung-Kyun Ko2, Sangkeun Son2, Kee-Sun Shin3, In-Ja Ryoo3, Young-Soo Hong2, Hyuncheol Oh4, Bang Yeon Hwang5, Hiroshi Hirota6, Shunji Takahashi6, Bo Yeon Kim2, Hiroyuki Osada7, Jae-Hyuk Jang8, Jong Seog Ahn9.   

Abstract

During the chemical investigation of marine-derived fungus, an unusual diketopiperazine (DKP) alkaloid, haenamindole (1), was isolated from a culture of the marine-derived fungus Penicillium sp. KCB12F005. The structure of 1, which possesses benzyl-hydroxypiperazindione and phenyl-pyrimidoindole rings system in the molecule, was elucidated by analysis of NMR and MS data. The stereochemistry of 1 was determined by ROESY and advanced Marfey's method.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Diketopiperazine alkaloid; Marine-derived fungus; Penicillium sp.; Pyrimidoindole; β-Phenylalanine

Mesh:

Substances:

Year:  2015        PMID: 26403931     DOI: 10.1016/j.bmcl.2015.09.026

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Haenamindole and fumiquinazoline analogs from a fungicolous isolate of Penicillium lanosum.

Authors:  In Hyun Hwang; Yongsheng Che; Dale C Swenson; James B Gloer; Donald T Wicklow; Stephen W Peterson; Patrick F Dowd
Journal:  J Antibiot (Tokyo)       Date:  2016-06-22       Impact factor: 2.649

2.  A Ring Expansion Approach To N-oxy-2,5-diketopiperazines.

Authors:  Amy C Jackson; James T Olsen; Sasha Sundstrom; Kyle M Lambert; John L Wood
Journal:  Tetrahedron Lett       Date:  2022-05-18       Impact factor: 2.032

Review 3.  Comprehensive Overview on the Chemistry and Biological Activities of Selected Alkaloid Producing Marine-Derived Fungi as a Valuable Reservoir of Drug Entities.

Authors:  Fadia S Youssef; Jesus Simal-Gandara
Journal:  Biomedicines       Date:  2021-04-28

Review 4.  Bioactive Compounds Produced by Strains of Penicillium and Talaromyces of Marine Origin.

Authors:  Rosario Nicoletti; Antonio Trincone
Journal:  Mar Drugs       Date:  2016-02-18       Impact factor: 5.118

Review 5.  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 6.  Structures and Biological Activities of Diketopiperazines from Marine Organisms: A Review.

Authors:  Zhiqiang Song; Yage Hou; Qingrong Yang; Xinpeng Li; Shaohua Wu
Journal:  Mar Drugs       Date:  2021-07-21       Impact factor: 5.118

Review 7.  Marine Indole Alkaloids-Isolation, Structure and Bioactivities.

Authors:  Yong Hu; Siling Chen; Fang Yang; Shuai Dong
Journal:  Mar Drugs       Date:  2021-11-24       Impact factor: 5.118

  7 in total

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