Ammocidin, a new apoptosis inducer in ras-dependent cells from Saccharothrix sp. II. Physico-chemical properties and structure elucidation.

  title={Ammocidin, a new apoptosis inducer in ras-dependent cells from Saccharothrix sp. II. Physico-chemical properties and structure elucidation.},
  author={Ryo Murakami and Taijiro Tomikawa and Kazuo Shin‐ya and Junko Shinozaki and Takayuki Kajiura and Haruo Seto and Yoichi Hayakawa},
  journal={The Journal of antibiotics},
  volume={54 9},
The structure of ammocidin, a new apoptosis inducer in Ras-dependent cells from Saccharothrix sp. AJ9571, was elucidated to be as shown in Fig. 1 by NMR and degradation studies. Ammocidin consists of a 20-membered macrolide ring and three deoxy sugars identified as 6-deoxy-L-glucose, D-digitoxose and D-olivomycose. 
Ammocidins B, C and D, new cytotoxic 20-membered macrolides from Saccharothrix sp. AJ9571
Ammocidins B, C and D were isolated from the culture broth of Saccharothrix sp. AJ9571, an ammocidin A-producing strain. Their structures were determined by a detailed spectroscopic analysis and by a
Amycolatopsins A–C: antimycobacterial glycosylated polyketide macrolides from the Australian soil Amycolatopsis sp. MST-108494
The data reveal promising structure activity relationship correlations where the antimycobacterial properties of amycolatopsins are enhanced by hydroxylation of the 6-Me, whereas mammalian cytotoxicity is decreased by hydrolysis of the disaccharide moiety.
A Family of Glycosylated Macrolides Selectively Target Energetic Vulnerabilities in Leukemia
The combination of cellular, structural, mutagenesis, and in vivo evidence define the mechanism of action of apoptolidin family glycomacrolides and establish a path to address OXPHOS-dependent cancers.
Acyclic congeners from Actinoalloteichus cyanogriseus provide insights into cyclic bipyridine glycoside formation.
Inactivation of the O-methyltransferase gene crmM of Actinoalloteichus cyanogriseus WH1-2216-6 led to a mutant that produced three new acyclic bipyridine glycosides, cyanogrisides E-G, which showed cytotoxicities against HCT116 and HL-60 cells.
Combinatorial Biosynthesis of Antitumor Deoxysugar Pathways in Streptomyces griseus: Reconstitution of “Unnatural Natural Gene Clusters” for the Biosynthesis of Four 2,6-d-Dideoxyhexoses
The constructed gene clusters may be used to increase the capabilities of microorganisms to synthesize new deoxysugars and therefore to produce new glycosylated bioactive compounds.
A comprehensive review of glycosylated bacterial natural products.
This comprehensive analysis of 15 940 bacterial natural products revealed 3426 glycosides containing 344 distinct appended carbohydrates and highlights a range of unique opportunities for future biosynthetic study and glycodiversification efforts.
Biosynthesis of the dideoxysugar component of jadomycin B: genes in the jad cluster of Streptomyces venezuelae ISP5230 for L-digitoxose assembly and transfer to the angucycline aglycone.
Analysis by HPLC and NMR of intermediates accumulated by cultures of the insertionally inactivated Streptomyces venezuelae mutants indicated that jadO, P, Q, S, T, U and V mediate formation of the dideoxysugar moiety of jadomycin B and its attachment to the aglycone.
Bioprospecting of Soil-Derived Actinobacteria Along the Alar-Hotan Desert Highway in the Taklamakan Desert
This work demonstrates that Taklamakan desert is a potentially unique reservoir of versatile actinobacteria, which can be a promising source for discovery of novel species and diverse bioactive compounds.


Ammocidin, a new apoptosis inducer in Ras-dependent cells from Saccharothrix sp. I. Production, isolation and biological activity.
A new apoptosis inducer, ammocidin, was isolated from the culture broth of Saccharothrix sp. AJ9571. Ammocidin induced apoptotic cell death in Ras-dependent Ba/F3-V12 cells with an IC50 of 66 ng/ml.
Apoptolidin, a new apoptosis inducer in transformed cells from Nocardiopsis sp.
Nocardiopsis sp. was found to produce a new active compound designated apoptolidin (Fig. 1). In this report, we describe the production, isolation, physico-chemical properties and biological activity
Lipomycine, III. Isolierung und Zuordnung der Methyl‐2,6‐didesoxy‐D‐ribo‐hexoside
Die aus α-Lipomycin (2) isolierten Methylglykoside werden als anomere Methyl-2,6-didesoxy- D-ribo-hexopyranoside (3 a, 4a) und -hexofuranoside (5a, 6a) identifiziert. Im Gleichgewicht enthalt das