- 著者
- Hiroshi SASAKI Tomoyoshi HOSOKAWA Yoshiharu NAWATA Kunio ANDO
- 出版者
- Japan Society for Bioscience, Biotechnology, and Agrochemistry
- 雑誌
- Agricultural and Biological Chemistry (ISSN:00021369)
- 巻号頁・発行日
- vol.38, no.8, pp.1463-1466, 1974 (Released:2008-11-27)
- 参考文献数
- 11
- 被引用文献数
- 6
Ascochlorin and its analogs were isolated from the filter cake of the fermented broth of a fungus, Ascochyta viciae Libert; the compounds obtained were ascochlorin, LL-Z1272δ, LL-Z1272 ε, ascofuranone, ascofuranol and a new analog, C23H31ClO5. Some of these prenyl phenols show hypolipidemic activity in both normolipidemic and hyperlipidemic rats. Details of the structure determination for ascochlorin are presented. The structure of the new analog was elucidated as 4'-hydroxy-5'-hydroascochlorin.
- 著者
- TOSHIAKI HAYASHI TAKAO NOTO YOSHIHARU NAWATA HIROSHI OKAZAKI MIKIO SAWADA KUNIO ANDO
- 出版者
- JAPAN ANTIBIOTICS RESEARCH ASSOCIATION
- 雑誌
- The Journal of Antibiotics (ISSN:00218820)
- 巻号頁・発行日
- vol.35, no.7, pp.771-777, 1982 (Released:2006-04-12)
- 参考文献数
- 17
- 被引用文献数
- 16 25
A new antibiotic, cyanocycline A, was isolated from the fermentation broth of Streptomyces flavogriseus strain No. 49, a soil isolate. The molecular formula of cyanocycline A was determined to be C22H26N4O5. The antibiotic has a cyano group and a N-heterocyclic quinone moiety in its structure. Cyanocycline A was found to have broad spectrum antimicrobial and antitumor activity.
- 著者
- HIROYUKI NAGANO YOSHIHARU NAWATA MASATOMO HAMANA
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.35, no.10, pp.4068-4077, 1987-10-25 (Released:2009-10-19)
- 参考文献数
- 17
- 被引用文献数
- 6 12
In order to elucidate the mechanism of the 2-acetylation in the reaction of nicotinic acid 1-oxide (2a) with boiling acetic anhydride, thermal reactions and reactions with hot acetic anhydride have been explored with 3-X-pyridine 1-oxides (2). The former reactions of 2d (X =CONHAc), 2f (X = CONMeAc), 2h (X = CH2OAc) and 2j [X = CH (OAc) 2] result in recovery or decomposition. The latter reactions of 2c (X =CONH2), 2d, 2e (X =CONHMe), 2h and 2j bring about mainly deoxygenative α-acetoxylation, no 2-acetylation being noticed. However, the reaction of 2f with acetic anhydride affords 6, 7-dihydro-6-methyl-7-methylene-5H-pyrrolo [3, 4-b] pyridin-5-one 1-oxide (7) as an initial product, which further undergoes deoxygenative β-acetoxylation to give 7-acetoxy-7-acetoxymethyl-6, 7-dihydro-6-methyl-5H-pyrrolo [3, 4-b] pyridin-5-one (8) and 7-acetoxymethylene-6, 7-dihydro-6-methyl-5H-pyrrolo [3, 4-b] pyridin-5-one (9). On the basis of these results we propose a new electrophilic pathway for the 2-acetylation of 2a and 2f.