Tetrahedron letters

Efficient synthesis of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative

K Ohata, S Terashima

Index: Ohata, Kohei; Terashima, Shiro Tetrahedron Letters, 2006 , vol. 47, # 16 p. 2787 - 2791

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Citation Number: 19

Abstract

(R)-(+)-Thiolactomycin (1) is a thiolactone antibiotic isolated from a soil bacterium, Nocardia sp. 1 and exhibits moderate in vitro activity against a number of pathogens including Gram-positive and Gram-negative bacteria, 2 Mycobacterium tuberculosis 3 and malaria parasites. 4 It was also reported that 1 shows inhibitory activity against fatty acid synthase (FAS). 5 In addition, it appeared that 1 inhibits bacterial and plant type-II FAS but not mammalian type-I FAS. 6 ...

Lipase-catalyzed kinetic resolution of thiotetronic acid derivatives bearing a chiral quaternary carbon: total synthesis of (R)-thiolactomycin and its O-analogue

[Toyama, Ken-ichi; Tauchi, Tetsuo; Mase, Nobuyuki; Yoda, Hidemi; Takabe, Kunihiko Tetrahedron Letters, 2006 , vol. 47, # 40 p. 7163 - 7166]

Efficient synthesis and biological activity of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative

[Ohata, Kohei; Terashima, Shiro Tetrahedron, 2009 , vol. 65, # 11 p. 2244 - 2253]

Application of a Flexible Synthesis of (5 R)-Thiolactomycin To Develop New Inhibitors of Type I Fatty Acid Synthase

[McFadden, Jill M; Frehywot, Gojeb L; Townsend, Craig A Organic letters, 2002 , vol. 4, # 22 p. 3859 - 3862]