Dragmacidins G and H, Bisindole Alkaloids Tethered by a Guanidino Ethylthiopyrazine Moiety, from a Lipastrotethya sp. Marine Sponge

Yuki Hitora; Kentaro Takada; Yuji Ise; Shigeru Okada; Shigeki Matsunaga

doi:10.1021/acs.jnatprod.6b00710

Dragmacidins G and H, Bisindole Alkaloids Tethered by a Guanidino Ethylthiopyrazine Moiety, from a Lipastrotethya sp. Marine Sponge

J Nat Prod. 2016 Nov 23;79(11):2973-2976. doi: 10.1021/acs.jnatprod.6b00710. Epub 2016 Oct 25.

Authors

Yuki Hitora¹, Kentaro Takada¹, Yuji Ise², Shigeru Okada¹, Shigeki Matsunaga¹

Affiliations

¹ Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, Graduate School of Science, The University of Tokyo , Bunkyo-ku, Tokyo, 113-8657, Japan.
² Sugashima Marine Biological Laboratory, Graduate School of Science, Nagoya University , Toba, Mie 517-0004, Japan.

PMID: 27779395
DOI: 10.1021/acs.jnatprod.6b00710

Abstract

LCMS analysis of the extract and a cytotoxicity assay of the HPLC fractions generated from a small-scale extract of a Lipastrotethya sp. marine sponge demonstrated the presence of bisindole alkaloids that were associated with the cytotoxic activity. Two bisindole alkaloids tethered by a guanidino ethylthiopyrazine moiety, dragmacidins G (1) and H (2), were isolated, and their structures were assigned by analysis of the MS and NMR data. They showed moderate cytotoxic activity against HeLa cells.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology
Drug Screening Assays, Antitumor
HeLa Cells
Humans
Indole Alkaloids / chemistry
Indole Alkaloids / isolation & purification*
Indole Alkaloids / pharmacology
Marine Biology
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Porifera / chemistry*

Substances

Antineoplastic Agents
Indole Alkaloids
dragmacidin G
dragmacidin H