Journal ArticleDOI
The first total synthesis and structural determination of (+)-BE-52440A
TLDR
The first total synthesis and structural determination of (+)-BE-52440A have been achieved by enantiodivergent synthesis as mentioned in this paper, and the structure of the structure was determined to be the kalafungin type pyranonaphthoquinone.About:
This article is published in Tetrahedron Letters.The article was published on 2007-11-05. It has received 23 citations till now. The article focuses on the topics: Total synthesis & Regioselectivity.read more
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Asymmetric synthesis of tertiary thiols and thioethers
Jonathan Clayden,Paul MacLellan +1 more
TL;DR: This review details the most practical of the methods available for the asymmetric synthesis of tertiary thiols and describes their applications in biological and medicinal chemistry.
Journal ArticleDOI
Structure and Stereochemical Determination of Hypogeamicins from a Cave-Derived Actinomycete.
Dagmara K. Derewacz,C. Ruth McNees,Giovanni Scalmani,Cody L. Covington,Ganesh Shanmugam,Lawrence J. Marnett,Prasad L. Polavarapu,Brian O. Bachmann +7 more
TL;DR: Culture extracts from the cave-derived actinomycete Nonomuraea specus were investigated, resulting in the discovery of a new S-bridged pyronaphthoquinone dimer and its monomeric progenitors designated hypogeamicins A–D, which were found to be cytotoxic to the colon cancer derived cell line TCT-1 at low micromolar ranges.
Journal ArticleDOI
The intriguing chemistry and biology of sulfur-containing natural products from marine microorganisms (1987–2020)
TL;DR: The first systematic review on sulfur-containing natural products from marine microorganisms conducted from January 1987, when the first one was reported, to December 2020 is presented in this article, where a selection of 133 compounds was further discussed on their structure-activity relationships, mechanisms of action, biosynthesis, and druggability.
Journal ArticleDOI
Total synthesis of the big four antibiotics and related antibiotics.
TL;DR: The first total syntheses of a variety of antibiotics have been accomplished by using carbohydrates as a chiral source, including members of the ‘Big Four’ classes of antibiotics, naphthoquinone antibiotics and their related antibiotics.
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Synthesis of aspergillide A from a synthetic intermediate of aspergillide B
TL;DR: The first synthesis of aspergillide A, a cytotoxin produced by a marine-derived fungus, has been achieved by using a proline-mediated epimerization of a 2,6-trans-substituted tetrahydropyran-2-acetaldehyde intermediate into the corresponding cis-isomer via a retro-oxy-mixture/oxy-Michael sequence as the key transformation.
References
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Enantiodivergent total syntheses of nanaomycins and their enantiomers, kalafungins
TL;DR: The first enantiospecific total syntheses of pyranonaphthoquinone antibiotics, nanaomycins D and A, and their enantiomers, kalafungin and 4-deoxykalafinic acid are described by an enantiodivergent strategy from a common optically active intermediate, (1S,3RS,4S)-3,4-dihydro-5,9,10-trimethoxy-1-methyl-1H-naphthoe[2,3-c
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Letter: Nanaomycins A and B, new antibiotics produced by a strain of Streptomyces.
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Allylation of 2-alkanoyl 1,4-quinones with allylsilanes and allylstannanes: efficient synthesis of pyranonaphthoquinone antibiotics
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Isolation and structure of nanaomycin D, an enantiomer of the antibiotic kalafungin
TL;DR: The absolute configuration of nanaomycin D, the fourth antibiotic isolated from Streptomyces rosa var.