New Naphthyridinomycin-type Antibiotics, Aclidinomycins A and B, from Streptomyces halstedi.

Abstract

In a search for new antitumor substances as a rec-active antibiotic using a modified rec assay,1>2^we found that Streptomyces halstedi KB012 isolated from a sea sand sample collected from Yasuura seashore (Hiroshima) produced a rec-active antibiotic that exhibited more growth inhibition on a recombination-deficient (rec~) strain than a proficient (rec") strain of Bacillus subtilis. TLCof the crude-solvent extract from the culture broth revealed that the active entity consisted of at least six yellow spots. However, four of these components were quite labile, so that our efforts to isolate each pure component were unsuccessful.

Recent progress in the total synthesis of naphthyridinomycin and lemonomycin tetrahydroisoquinoline antitumor antibiotics (TAAs)

“…16 Their only difference from naphthyridinomycin lies in the substitution pattern of the quinone ring system. Aclindomycins A and B can be numbered among the bioxalomycins and were isolated in 2001 from Streptomyces halstedii by Yoshimoto et al 17 These alkaloids contain a very unusually hydroxylated quinone system with a quinomethide double bond between C-9 and C-9a. The C-3a configuration is inverted with respect to all other members of the naphthyridinomycin family.…”

Direct Functionalization of (Un)protected Tetrahydroisoquinoline and Isochroman under Iron and Copper Catalysis: Two Metals, Two Mechanisms

“…(3) In particular, tetrahydroisoquinolines (THIQs) and indoles are common structural motifs in important compounds such as natural products(4) as well as pharmaceuticals(5) and display significant antitumor activities. (6) 1-Arylated THIQs have been demonstrated to have interesting pharmacological properties,(7) including anti-HIV(8) and neuroprotective activity.…”

Studies on optimum fermentation conditions for actinomycin-D production by two new strains of Streptomyces spp.

“…Crude extract of the fermented broth was purified and characterized as actinomycin-D. S. halstedii and S. anulatus have been well explored as they are members of the most common and largest group, albidoflavus cluster of actinomycetes (Williams et al, 1983). S. halstedii is known to produce various primary and secondary metabolites with different activities including antifungal, antibacterial, insecticidal, nerve cell protecting compounds, and the antitumor antibiotics vicenistatins and aclidinomycins (Cang et al, 2001;Shindo et al, 1993). Quite a few antibiotics are reported from S. anulatus such as endophenazines A*D, tubermycin B, dihydroabikoviromycin, and antitumor telomestatins (Gebhardt et al, 2002;Holmalahti et al, 1998;Kim et al, 2002).…”