Literature DB >> 11667102

Alkaloids from the Tunicate Polycarpa aurata from Chuuk Atoll.

Sayed A. Abas1, M. Bilayet Hossain, Dick van Der Helm, Francis J. Schmitz, Maureen Laney, Ronnel Cabuslay, Randall C. Schatzman.   

Abstract

Two new alkaloids, polycarpine (1) and N,N-didesmethylgrossularine-1 (4), have been isolated from extracts of the ascidian Polycarpa aurata collected in Chuuk, Federated States of Micronesia. Three degradation products of 1 were also isolated. The structures of 1, 2, and 4 were determined by X-ray crystallography. The dimeric disulfide 1 inhibited the enzyme inosine monophosphate dehydrogenase, but the inhibition could be reversed by addition of excess dithiothreitol suggesting that 1 reacts with sulfhydryl groups on the enzyme.

Entities:  

Year:  1996        PMID: 11667102     DOI: 10.1021/jo960040e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

Review 1.  IMP dehydrogenase: structure, mechanism, and inhibition.

Authors:  Lizbeth Hedstrom
Journal:  Chem Rev       Date:  2009-07       Impact factor: 60.622

Review 2.  Biosynthesis and Chemical Applications of Thioamides.

Authors:  Nilkamal Mahanta; D Miklos Szantai-Kis; E James Petersson; Douglas A Mitchell
Journal:  ACS Chem Biol       Date:  2019-01-30       Impact factor: 5.100

3.  An intramolecular inverse electron demand Diels-Alder approach to annulated α-carbolines.

Authors:  Zhiyuan Ma; Feng Ni; Grace H C Woo; Sie-Mun Lo; Philip M Roveto; Scott E Schaus; John K Snyder
Journal:  Beilstein J Org Chem       Date:  2012-06-06       Impact factor: 2.883

Review 4.  Natural Products Diversity of Marine Ascidians (Tunicates; Ascidiacea) and Successful Drugs in Clinical Development.

Authors:  Satheesh Kumar Palanisamy; N M Rajendran; Angela Marino
Journal:  Nat Prod Bioprospect       Date:  2017-01-17

5.  Two new flavones from Tridax procumbens Linn.

Authors:  Runsheng Xu; Jing Zhang; Ke Yuan
Journal:  Molecules       Date:  2010-09-09       Impact factor: 4.411

6.  Microwave-assisted iodine-catalyzed oxidative coupling of dibenzyl(difurfuryl)disulfides with amines: a rapid and efficient protocol for thioamides.

Authors:  Jinyang Chen; Lan Mei; Jialing Liu; Chuntao Zhong; Binfang Yuan; Qiang Li
Journal:  RSC Adv       Date:  2019-09-10       Impact factor: 4.036

7.  Inhibitory effect of N,N-didesmethylgrossularine-1 on inflammatory cytokine production in lipopolysaccharide-stimulated RAW 264.7 cells.

Authors:  Taiko Oda; Jong-Soo Lee; Yuta Sato; Yasuaki Kabe; Satoshi Sakamoto; Hiroshi Handa; Remy E P Mangindaan; Michio Namikoshi
Journal:  Mar Drugs       Date:  2009-11-17       Impact factor: 5.118

8.  A Phenotarget Approach for Identifying an Alkaloid Interacting with the Tuberculosis Protein Rv1466.

Authors:  Yan Xie; Yunjiang Feng; Angela Di Capua; Tin Mak; Garry W Buchko; Peter J Myler; Miaomiao Liu; Ronald J Quinn
Journal:  Mar Drugs       Date:  2020-03-05       Impact factor: 5.118

  8 in total

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