The structure of teleocidin B
β Scribed by Hisao Nakata; Hirokichi Harada; Yoshimasa Hirata
- Book ID
- 104236264
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 291 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Teleocidin B (I), isolated from mycelia of several strains of Streptomyces (1,2), has a strong irritating action and causea severe eruptive vesications on human shin. It also shows a highly potent toxicity against aquatic snimals. Since 1962 no chemical investigations have been reported, for teleocldin B snd its derivatives must be ha&led only with extreme caution. We have re-examined the isolation and the characterization of this substance, and extended further the structure elucidation studies. The present paper mainly describes the evidences for the structure of a derivative, dihydro-teleocidin B (II). Teleocidin B itself forms light brown powder (m.p. 135', with decomposition) even by the purification with counter-current distribution, and several attempts to crystallize it were failed. This powdered material, however, rapidly absorbed one equivalent mole of hydrogen under the presence of platinum catalyst to afford crystalline dU&ydro-teleocldin B (II), C2SlQ302W3.H20, m.p. 168'.
π SIMILAR VOLUMES
New derivatives of (-)-indolactam V (Fig. 1), which have the basic ring-structure of teleocidins without the monoterpenoid moiety, were prepared and their Epstein-Barr virus early antigen (EBV-EA)-inducing activity was tested. (-)-14-O-Alkyl indolactam Vs (2 and 3) showed little induction of EBV-EA,
A new teleocidin-related compound named blastmycetin E (1) was isolated from Streptoverticillium blastmyceticum, and the structure was elucidated by spectroscopic evidences and chemical correlation with olivoretin E (2).