Neocomplanines A and B, a complanine family isolated from the marine fireworm

Kazuhiko Nakamura; Yu Tachikawa; Osamu Ohno; Makoto Kitamura; Masami Suganuma; Daisuke Uemura

doi:10.1021/np900694j

Neocomplanines A and B, a complanine family isolated from the marine fireworm

Kazuhiko Nakamura, Yu Tachikawa, Osamu Ohno, Makoto Kitamura, Masami Suganuma, Daisuke Uemura

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

Two new members of the complanine family, neocomplanines A (2) and B (3), were isolated as minor components of the methanolic extract of the "marine fireworm" Eurythoe complanata. The structures of the neocomplanines were revealed spectroscopically to be a trimetliylammonium unit with a saturated carbon chain. The planar structures of neocomplanines A and B were confirmed successfully through total syntheses that used epichlorohydrin as a starting material. The neocomplanines show inflammatory activity and also enhanced PKC activity in combination with TPA in the presence of Ca²⁺ in vitro; both are similar to the effects of complanine (1). The molecular mechanism of the effects of complanine-related compounds is discussed.

Original language	English
Pages (from-to)	303-305
Number of pages	3
Journal	Journal of Natural Products
Volume	73
Issue number	3
DOIs	https://doi.org/10.1021/np900694j
Publication status	Published - 2010 Mar 26

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/np900694j

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T1 - Neocomplanines A and B, a complanine family isolated from the marine fireworm

AU - Nakamura, Kazuhiko

AU - Tachikawa, Yu

AU - Ohno, Osamu

AU - Kitamura, Makoto

AU - Suganuma, Masami

AU - Uemura, Daisuke

PY - 2010/3/26

Y1 - 2010/3/26

N2 - Two new members of the complanine family, neocomplanines A (2) and B (3), were isolated as minor components of the methanolic extract of the "marine fireworm" Eurythoe complanata. The structures of the neocomplanines were revealed spectroscopically to be a trimetliylammonium unit with a saturated carbon chain. The planar structures of neocomplanines A and B were confirmed successfully through total syntheses that used epichlorohydrin as a starting material. The neocomplanines show inflammatory activity and also enhanced PKC activity in combination with TPA in the presence of Ca2+ in vitro; both are similar to the effects of complanine (1). The molecular mechanism of the effects of complanine-related compounds is discussed.

AB - Two new members of the complanine family, neocomplanines A (2) and B (3), were isolated as minor components of the methanolic extract of the "marine fireworm" Eurythoe complanata. The structures of the neocomplanines were revealed spectroscopically to be a trimetliylammonium unit with a saturated carbon chain. The planar structures of neocomplanines A and B were confirmed successfully through total syntheses that used epichlorohydrin as a starting material. The neocomplanines show inflammatory activity and also enhanced PKC activity in combination with TPA in the presence of Ca2+ in vitro; both are similar to the effects of complanine (1). The molecular mechanism of the effects of complanine-related compounds is discussed.

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Neocomplanines A and B, a complanine family isolated from the marine fireworm

Abstract

ASJC Scopus subject areas

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