Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota

Toshiaki Teruya; Satoru Nakagawa; Tomoyuki Koyama; Hirokazu Arimoto; Masaki Kita; Daisuke Uemura

doi:10.1016/j.tet.2003.08.083

Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota

Toshiaki Teruya, Satoru Nakagawa, Tomoyuki Koyama, Hirokazu Arimoto, Masaki Kita, Daisuke Uemura

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

53 Citations (Scopus)

Abstract

Two new cytotoxic compounds, nakiterpiosin (1) and nakiterpiosinone (2), were isolated from the Okinawan sponge Terpios hoshinota. Their structures were determined by spectroscopic analysis. The absolute stereostructure of 1 was also determined by a modified Mosher's method. Nakiterpiosin (1) and nakiterpiosinone (2) showed potent cytotoxicity against mouse lymphocytic leukemia cell (P388).

Original language	English
Pages (from-to)	6989-6993
Number of pages	5
Journal	Tetrahedron
Volume	60
Issue number	33
DOIs	https://doi.org/10.1016/j.tet.2003.08.083
Publication status	Published - 2004 Aug 9
Externally published	Yes

Keywords

C-nor-D-homosteroid
Cytotoxicity
Nakiterpiosin
Nakiterpiosinone
The sponge Terpios hoshinota

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2003.08.083

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title = "Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota",

abstract = "Two new cytotoxic compounds, nakiterpiosin (1) and nakiterpiosinone (2), were isolated from the Okinawan sponge Terpios hoshinota. Their structures were determined by spectroscopic analysis. The absolute stereostructure of 1 was also determined by a modified Mosher's method. Nakiterpiosin (1) and nakiterpiosinone (2) showed potent cytotoxicity against mouse lymphocytic leukemia cell (P388).",

keywords = "C-nor-D-homosteroid, Cytotoxicity, Nakiterpiosin, Nakiterpiosinone, The sponge Terpios hoshinota",

author = "Toshiaki Teruya and Satoru Nakagawa and Tomoyuki Koyama and Hirokazu Arimoto and Masaki Kita and Daisuke Uemura",

note = "Funding Information: This work was supported in part by Grants-in-Aid for Scientific Research (No. 11558079) and Scientific Research on Priority Areas (A) (No. 12045235) from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We are indebted to Wako Pure Chemical Industries Ltd., and Banyu Pharmaceutical Co., Ltd. for their financial support.",

year = "2004",

month = aug,

day = "9",

doi = "10.1016/j.tet.2003.08.083",

language = "English",

volume = "60",

pages = "6989--6993",

journal = "Tetrahedron",

issn = "0040-4020",

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T1 - Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota

AU - Teruya, Toshiaki

AU - Nakagawa, Satoru

AU - Koyama, Tomoyuki

AU - Arimoto, Hirokazu

AU - Kita, Masaki

AU - Uemura, Daisuke

N1 - Funding Information: This work was supported in part by Grants-in-Aid for Scientific Research (No. 11558079) and Scientific Research on Priority Areas (A) (No. 12045235) from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We are indebted to Wako Pure Chemical Industries Ltd., and Banyu Pharmaceutical Co., Ltd. for their financial support.

PY - 2004/8/9

Y1 - 2004/8/9

N2 - Two new cytotoxic compounds, nakiterpiosin (1) and nakiterpiosinone (2), were isolated from the Okinawan sponge Terpios hoshinota. Their structures were determined by spectroscopic analysis. The absolute stereostructure of 1 was also determined by a modified Mosher's method. Nakiterpiosin (1) and nakiterpiosinone (2) showed potent cytotoxicity against mouse lymphocytic leukemia cell (P388).

AB - Two new cytotoxic compounds, nakiterpiosin (1) and nakiterpiosinone (2), were isolated from the Okinawan sponge Terpios hoshinota. Their structures were determined by spectroscopic analysis. The absolute stereostructure of 1 was also determined by a modified Mosher's method. Nakiterpiosin (1) and nakiterpiosinone (2) showed potent cytotoxicity against mouse lymphocytic leukemia cell (P388).

KW - C-nor-D-homosteroid

KW - Cytotoxicity

KW - Nakiterpiosin

KW - Nakiterpiosinone

KW - The sponge Terpios hoshinota

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DO - 10.1016/j.tet.2003.08.083

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SP - 6989

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JO - Tetrahedron

JF - Tetrahedron

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ER -

Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota

Abstract

Keywords

ASJC Scopus subject areas

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