Cytotoxic Bisindole Alkaloids from a Marine Sponge Spongosorites sp.
- 26 April 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 68 (5) , 711-715
- https://doi.org/10.1021/np049577a
Abstract
Three new bisindole alkaloids of the hamacanthin class (1−3) and one new bisindole alkaloid of the topsentin class (6) were isolated along with known bisindole alkaloids (4, 5, 7−11) from the MeOH extract of a marine sponge Spongosorites sp. by bioactivity-guided fractionation. The planar structures were established on the basis of NMR, MS, and IR spectroscopic analyses. Configurations of compounds 1−4 were derived from 1H NMR data and optical rotation. Compounds 1, 4, 5, and 11 showed moderate to significant cytotoxicity against five human tumor cell lines, and compounds 1−5 showed weak antibacterial activity against clinically isolated methicillin-resistant strains.Keywords
This publication has 7 references indexed in Scilit:
- Asymmetric aminohydroxylation of vinyl indoles: a short enantioselective synthesis of the bisindole alkaloids dihydrohamacanthin A and dragmacidin ATetrahedron: Asymmetry, 2002
- New Bisindole Alkaloids of the Topsentin and Hamacanthin Classes from the Mediterranean Marine Sponge Rhaphisia lacazeiJournal of Natural Products, 2000
- Marine sponge bis(indole) alkaloids that displace ligand binding to α1 adrenergic receptorsBioorganic & Medicinal Chemistry Letters, 1996
- A new bis-(indole) alkaloid from a deep-water marine sponge of the genus SpongosoritesThe Journal of Organic Chemistry, 1992
- Nortopsentins A, B, and C. Cytotoxic and antifungal imidazolediylbis[indoles] from the sponge Spongosorites ruetzleriThe Journal of Organic Chemistry, 1991
- Brominated bis(indole) alkaloids from the marine sponge hexadella SPTetrahedron, 1990
- Topsentin, bromotopsentin, and dihydrodeoxybromotopsentin: antiviral and antitumor bis(indolyl)imidazoles from Caribbean deep-sea sponges of the family Halichondriidae. Structural and synthetic studiesThe Journal of Organic Chemistry, 1988