New Crambescidin-Type Alkaloids from the Indonesian Marine Sponge Clathria bulbotoxa.

Autor: Kasmiati K; Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa-ku, Nagoya 464-8601, Japan. kasmiati74@yahoo.com.; Faculty of Marine Science and Fishery, Hasanuddin University, Jalan Perintis Kemerdekaan KM. 10, Makassar 90245, Indonesia. kasmiati74@yahoo.com., Yoshioka Y; Graduate School of Biomedical and Health Sciences, Hiroshima University, Minami-ku, Hiroshima 734-8553, Japan. yyosioka@hiroshima-u.ac.jp., Okamoto T; Graduate School of Biomedical and Health Sciences, Hiroshima University, Minami-ku, Hiroshima 734-8553, Japan. tetsuok@hiroshima-u.ac.jp., Ojika M; Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa-ku, Nagoya 464-8601, Japan. ojika@agr.nagoya-u.ac.jp.
Jazyk: angličtina
Zdroj: Marine drugs [Mar Drugs] 2018 Mar 08; Vol. 16 (3). Date of Electronic Publication: 2018 Mar 08.
DOI: 10.3390/md16030084
Abstrakt: A crude methanolic extract of the Indonesian sponge Clathria bulbotoxa showed a potent cytotoxic activity against the human epidermoid carcinoma A431 cells. An investigation of the active components led to the isolation of three new compounds named crambescidins 345 ( 1 ), 361 ( 2 ), and 373 ( 3 ), together with the known related metabolites crambescidins 359 ( 4 ), 657 ( 5 ), and 800 ( 6 ). The structures of the compounds were determined by spectroscopic analysis. These compounds 1 - 4 that possess a simple pentacyclic guanidine core exhibited moderate cytotoxicity against the A431 cells with the IC 50 values of 7.0, 2.5, 0.94, and 3.1 μM, respectively, while the known compounds 5 and 6 that possess a long aliphatic side chain were found to be significantly cytotoxic. On the other hand, in an anti-oomycete activity test against the fungus-like plant pathogen Phytophthora capsici , 1 - 4 showed a higher activity than that of 5 and 6 , suggesting that the long aliphatic side chain plays a significant role for cytotoxicity, but is not effective or suppressive for anti-oomycete activity.
Competing Interests: The authors declare no conflict of interest.
Databáze: MEDLINE