Cytotoxic metabolites from the okinawan ascidian Diplosoma virens

被引：22

作者：

Ogi, Takayuki ^{[1
,2
]}

Taira, Junsei ^{[3
]}

Margiastuti, Palupi ^{[1
]}

Ueda, Katsuhiro ^{[1
]}

机构：

[1] Univ Ryukyus, Dept Chem Biol & Marine Sci, Nishihara, Okinawa 9030123, Japan

[2] Okinawa Ind Technol Ctr, Uruma, Okinawa 9042234, Japan

[3] Okinawa Natl Coll Technol, Dept Bioresources Engn, Nago, Okinawa 9052192, Japan

来源：

MOLECULES | 2008年 / 13卷 / 03期

关键词：

diplosoma virens; HCT116; apoptosis; NMR;

D O I：

10.3390/molecules13030595

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The unstable isomeric compounds 5-hydroxy-7-prop-2-en-( E)-ylidene- 7,7adihydro2H- cyclopenta[b] pyran-6-one ( 1) and 5-hydroxy-7-prop-2-en-(Z)-ylidene- 7,7adihydro2H- cyclopenta[ b] pyran-6-one ( 2), previously described as antimicrobial metabolites from the sponge Ulosa sp., were isolated and identified as major components of the ascidian Diplosoma virens. In this paper, full spectral data for 2 and complete (CNMR)-C-13 data for 1, based on 2D NMR measurements, are provided for the first time. Compounds 1 and 2 showed cytotoxity against HCT116 cells ( human colorectal cancer cells) by triggering apoptotic cell death.

引用

页码：595 / 602

页数：8

共 21 条

[1] Marine natural products
Blunt, JW
Copp, BR
Munro, MHG
Northcote, PT
Prinsep, MR
[J]. NATURAL PRODUCT REPORTS, 2006, 23 (01) : 26 - 78
[2] Studies of Australian ascidians .5. Virenamides A-C, new cytotoxic linear peptides from the colonial didemnid ascidian Diplosoma virens
Carroll, AR
Feng, YJ
Bowden, BF
Coll, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (12) : 4059 - 4061
[3] CORELEY DG, 1988, J AM CHEM SOC, V110, P7920
[4] VARACIN - A NOVEL BENZOPENTATHIEPIN FROM LISSOCLINUM-VAREAU THAT IS CYTOTOXIC TOWARD A HUMAN COLON-TUMOR
DAVIDSON, BS
MOLINSKI, TF
BARROWS, LR
IRELAND, CM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (12) : 4709 - 4710
[5] ASCIDIANS - PRODUCERS OF AMINO-ACID DERIVED METABOLITES
DAVIDSON, BS
[J]. CHEMICAL REVIEWS, 1993, 93 (05) : 1771 - 1791
[6] Marine natural products
Faulkner, DJ
[J]. NATURAL PRODUCT REPORTS, 2002, 19 (01) : 1 - 48
[7] KOKUBO S, 2001, IRCINIA SP CHEM LETT, V2, P176
[8] Apoptosis induction by caspase-8 is amplified through the mitochondrial release of cytochrome c
Kuwana, T
Smith, JJ
Muzio, M
Dixit, V
Newmeyer, DD
Kornbluth, S
[J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (26) : 16589 - 16594
[9] PROCHLOROPHYTA AS A PROPOSED NEW DIVISION OF ALGAE
LEWIN, RA
[J]. NATURE, 1976, 261 (5562) : 697 - 698
[10] LEWIN RA, 1989, PROCHLORON MICROBIAL, P129, DOI DOI 10.1007/978-1-4613-0853-9

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