Literature DB >> 21792727

Two new indole alkaloids, 2-(3,3-dimethylprop-1-ene)-costaclavine and 2-(3,3-dimethylprop-1-ene)-epicostaclavine, from the marine-derived fungus Aspergillus fumigatus.

Dahai Zhang1, Masayuki Satake, Seketsu Fukuzawa, Kohtaro Sugahara, Ai Niitsu, Tomohiro Shirai, Kazuo Tachibana.   

Abstract

Two new indole alkaloids, 2-(3,3-dimethylprop-1-ene)-costaclavine (1) and 2-(3,3-dimethylprop-1-ene)-epicostaclavine (2), together with the known compounds costaclavine (3), fumgaclavine A (4) and C (5), were isolated from the marine-derived fungus Aspergillus fumigatus. The planar structures of the two new compounds were elucidated on the basis of chemical and physicochemical evidence including MS, UV, IR and NMR spectra. Their stereochemistry was studied by NOESY, (1)H-(1)H coupling constant and CD spectra. The compounds 1, 2, 3 and 5 showed weak cytotoxicity against a mouse leukemia cell line (P388).

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Year:  2011        PMID: 21792727     DOI: 10.1007/s11418-011-0565-3

Source DB:  PubMed          Journal:  J Nat Med        ISSN: 1340-3443            Impact factor:   2.343


  4 in total

Review 1.  Marine natural products.

Authors:  John W Blunt; Brent R Copp; Wan-Ping Hu; Murray H G Munro; Peter T Northcote; Michèle R Prinsep
Journal:  Nat Prod Rep       Date:  2009-01-06       Impact factor: 13.423

2.  Mycotoxins produced by Aspergillus fumigatus species isolated from molded silage.

Authors:  R J Cole; J W Kirksey; J W Dorner; D M Wilson; J C Johnson; A N Johnson; D M Bedell; J P Springer; K K Chexal; J C Clardy; R H Cox
Journal:  J Agric Food Chem       Date:  1977 Jul-Aug       Impact factor: 5.279

3.  Four new mycotoxins of Aspergillus clavatus related to tryptoquivaline.

Authors:  G Büchi; K C Luk; B Kobbe; J M Townsend
Journal:  J Org Chem       Date:  1977-01-21       Impact factor: 4.354

4.  Potentiation of the vincristine effect on P388 mouse leukemia cells by a newly synthesized dihydropyridine analogue, PAK-200.

Authors:  N Shudo; R Fujii; T Matsumoto; T Mizoguchi; K Seto; R Sakoda; S Akiyama
Journal:  Jpn J Cancer Res       Date:  1992-09
  4 in total
  5 in total

1.  Phylogenetic diversity and antibacterial activity of culturable fungi derived from the zoanthid Palythoa haddoni in the South China Sea.

Authors:  Xiao-Yan Qin; Kai-Lin Yang; Jing Li; Chang-Yun Wang; Chang-Lun Shao
Journal:  Mar Biotechnol (NY)       Date:  2014-08-13       Impact factor: 3.619

Review 2.  Total synthesis, biosynthesis and biological profiles of clavine alkaloids.

Authors:  Stephanie R McCabe; Peter Wipf
Journal:  Org Biomol Chem       Date:  2016-05-24       Impact factor: 3.876

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

4.  Major bioactive metabolites from marine fungi: A Review.

Authors:  Saba Hasan; Mohammad Israil Ansari; Anis Ahmad; Maitreyi Mishra
Journal:  Bioinformation       Date:  2015-04-30

Review 5.  Marine Indole Alkaloids.

Authors:  Natalie Netz; Till Opatz
Journal:  Mar Drugs       Date:  2015-08-06       Impact factor: 5.118

  5 in total

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