Evaluation of the Cytotoxic Activity of Chiral (E)-13-Hydroxy-10-oxo-11-octadecenoic Acid and Its Lactone | Zendy

Yoshiki Hayashi | Zendy; Yasushi Nishikawa | Zendy; Hirotaka Mori | Zendy; Yohichi Matsushita | Zendy; Kazuhiro Sugamoto | Zendy; Takanao Matsui | Zendy

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Evaluation of the Cytotoxic Activity of Chiral (E)-13-Hydroxy-10-oxo-11-octadecenoic Acid and Its Lactone

Author(s) -

Yoshiki Hayashi,

Yasushi Nishikawa,

Hirotaka Mori,

Yohichi Matsushita,

Kazuhiro Sugamoto,

Takanao Matsui

Publication year - 1998

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.62.1771

Subject(s) - lactone , stereochemistry , cytotoxicity , enantiomer , cytotoxic t cell , chemistry , bioassay , biology , in vitro , biochemistry , genetics

Both the S and R enantiomers of (E)-13-hydroxy-10-oxo-11-octadecenoic acid (1) and (E)-10-oxo-11-octadecen-13-olide (2) had similar IC50 values against P388 mouse leukemia cells; i.e. the stereochemistry of the asymmetric center of 1 and 2 had no influence on the cytotoxic activity. Bioassay results of various compounds related to 1 and 2 suggests that the 10-oxo and lactone moieties of 2 were important for enhancing the cytotoxicity.

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