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Titolo:
Synthesis of a regio-isomer of kealiiquinone, a marine benzimidazole alkaloid
Autore:
Nakamura, S; Tsuno, N; Yamashita, M; Kawasaki, I; Ohta, S; Ohishi, Y;
Indirizzi:
Kyoto Pharmaceut Univ, Misasagi Yamashina Ku, Kyoto 6078414, Japan Kyoto Pharmaceut Univ Kyoto Japan 6078414 shina Ku, Kyoto 6078414, Japan Mukogawa Womens Univ, Fac Pharmaceut Sci, Nishinomiya, Hyogo 6638171, Japan Mukogawa Womens Univ Nishinomiya Hyogo Japan 6638171 Hyogo 6638171, Japan
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
fascicolo: 4, , anno: 2001,
pagine: 429 - 436
SICI:
1472-7781(2001):4<429:SOAROK>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
SPONGE LEUCETTA-CHAGOSENSIS; IMIDAZOLE ALKALOIDS; 1-METHYL-1H-IMIDAZOLE; SANGUILUTINE; CHELILUTINE; TOPSENTIN; PANEL;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
30
Recensione:
Indirizzi per estratti:
Indirizzo: Ohta, S Kyoto Pharmaceut Univ, Misasagi Yamashina Ku, Kyoto 6078414, JapanKyoto Pharmaceut Univ Kyoto Japan 6078414 , Kyoto 6078414, Japan
Citazione:
S. Nakamura et al., "Synthesis of a regio-isomer of kealiiquinone, a marine benzimidazole alkaloid", J CHEM S P1, (4), 2001, pp. 429-436

Abstract

Treatment of 1,3-dialkyl-2-(phenylthio)benzimidazolium salts 3 and 1,3-dialkyl-2-phenylthio-1H-imidazolium salts 7 with aq. K2CO3 gives 1,3-dialkyl-1,3-dihydrobenzimidazol-2-ones 4 and 1,3-dialkyl-1,3-dihydroimidazol-2-ones 8, respectively, in 22-94% yield. A regio-isomer 17 of kealiiquinone, a marine benzimidazole alkaloid, where the 4-methoxyphenyl group at the 4-position migrates to the 9-position, is synthesized by application of the reaction. Cytotoxity of 17 and kealiiquinone against 39 human cancer cells is evaluated. They have weak activity but a unique mechanism of action.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 14/07/20 alle ore 07:02:03