Zamamidine D, a Manzamine Alkaloid from an Okinawan Amphimedon sp. Marine Sponge

Takaaki Kubota; Kenta Nakamura; Shin-Ichiro Kurimoto; Kanae Sakai; Jane Fromont; Tohru Gonoi; Jun'ichi Kobayashi

doi:10.1021/acs.jnatprod.6b01110

Zamamidine D, a Manzamine Alkaloid from an Okinawan Amphimedon sp. Marine Sponge

J Nat Prod. 2017 Apr 28;80(4):1196-1199. doi: 10.1021/acs.jnatprod.6b01110. Epub 2017 Feb 16.

Authors

Takaaki Kubota¹, Kenta Nakamura², Shin-Ichiro Kurimoto¹, Kanae Sakai³, Jane Fromont⁴, Tohru Gonoi³, Jun'ichi Kobayashi²

Affiliations

¹ Showa Pharmaceutical University , 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan.
² Graduate School of Pharmaceutical Sciences, Hokkaido University , Sapporo 060-0812, Japan.
³ Medical Mycology Research Center, Chiba University , Chiba 260-0856, Japan.
⁴ Western Australian Museum , Locked Bag 49, Welshpool DC, WA 6986, Australia.

PMID: 28207259
DOI: 10.1021/acs.jnatprod.6b01110

Abstract

A new manzamine alkaloid, zamamidine D (1), was isolated from an Okinawan Amphimedon sp. marine sponge. The structure of zamamidine D (1) including the relative configuration was elucidated on the basis of spectroscopic data. Zamamidine D (1) is the first manzamine alkaloid possessing a 2,2'-methylenebistryptamine unit as the aromatic moiety instead of a β-carboline unit. Zamamidine D (1) showed antimicrobial activity against several bacteria and fungi.

Publication types

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

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology
Animals
Carbazoles / chemistry
Carbolines / chemistry
Carbolines / isolation & purification*
Carbolines / pharmacology
Drug Screening Assays, Antitumor
Japan
Marine Biology
Microbial Sensitivity Tests
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Porifera / chemistry*

Substances

Alkaloids
Carbazoles
Carbolines
zamamidine D
manzamine A