Azinomycins A and B, new antitumor antibiotics. III. Antitumor activity.

Abstract

Azinomycins A and B, isolated from the culture broth of Streptomyces griseofuscus S 42227, were examined for antitumor activities against P388 leukemia, P815 mastocytoma, B-16 melanoma, Ehrlich carcinoma, Lewis lung carcinoma and Meth A fibrosarcoma. Azinomycin B was markedly effective against the intraperitoneally inoculated tumors such as P388 leukemia, B-16 melanoma and Ehrlich carcinoma. The intraperitoneal administration of azinomycin B showed 57% survivors for 45 days and 193 % ILS against P388 leukemia. For Ehrlich carcinoma, azinomycin B gave 161 % ILS and 63% survivors for 45 days, but solid tumors such as Lewis lung carcinoma and Meth A fibrosarcoma were not susceptible to repeated injection of this substance. AzinomycinA was somewhatless effective than azinomycin B for the tumor systems tested.

Bispidine Coordination Chemistry

“…Copper Catalyzed Aziridination. Aziridines, the nitrogen analogues of epoxides, are found in natural products, where some are known to have cytotoxic properties, and in organic synthesis aziridines are attractive intermediates (228)(229)(230)(231). An extensively studied and, depending on the catalyst, efficient and highly stereoselective preparative method is the coppercatalyzed synthesis of aziridines (see Scheme 15) (232-238).…”

Catalytic Aziridination of Styrene with Copper Complexes of Substituted 3,7‐Diazabicyclo[3.3.1]nonanones

“…[3,4] Their synthesis, mediated by copper powder, has been known for many years, [5] and transition metal-catalyzed procedures have recently attracted much attention (Scheme 1). [6] Since their discovery [7Ϫ9] copper-catalyzed processes have been studied extensively, and various enantioselective catalysts have been developed.…”

Structure of a DNA glycosylase that unhooks interstrand cross-links

“…1A) is a cytotoxic, nonribosomal peptide-polyketide secondary metabolite of Streptomyces sahachiroi and Streptomyces griseofuscus (7,8). This bifunctional alkylating agent forms ICLs in vitro and in vivo (9) and displays potent antibiotic and antitumor activities comparable to the chemotherapeutic mitomycin C (8,10,11). AZB ICLs are formed between the electrophilic aziridine and epoxide functional groups of AZB and the N7 nitrogens of guanosine and adenosine within d(GNC) and d(GNT) sequences (Fig.…”