HIV inhibitory natural products. 11. Structure, absolute stereochemistry, and synthesis of conocurvone, a potent, novel HIV-inhibitory naphthoquinone trimer from a Conospermum sp

1993 ◽  
Vol 115 (15) ◽  
pp. 6673-6679 ◽  
Author(s):  
Laurent A. Decosterd ◽  
Ian C. Parsons ◽  
Kirk R. Gustafson ◽  
John H. Cardellina ◽  
James B. McMahon ◽  
...  
Keyword(s):  
Natural Products ◽  
Absolute Stereochemistry

scholarly journals Synthetic study of ravidomycin, a hybrid natural product

2000 ◽  
Vol 72 (9) ◽  
pp. 1783-1786 ◽  
Author(s):  
Keisuke Suzuki
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Amino Sugar ◽  
Antitumor Antibiotics ◽  
Ready Availability ◽  
Silyl Acetals ◽  
Gilvocarcin V ◽  
Absolute Stereochemistry

Strategies and tactics associated with the total synthesis of hybrid natural products are discussed. The target is ravidomycin (2), one of the gilvocarcin-class antitumor antibiotics with an aryl C-glycoside structure. The first total synthesis of 2, which was achieved along similar lines of that of gilvocarcin V (1), served for the determination of the relative as well as the absolute stereochemistry of 2. Also revealed was a limitation of the synthetic scheme so long as the amino sugar congener was concerned. A preliminary result is discussed on the [2+2+2] approach that relies on the ready availability of various benzocyclobutene derivatives via regioselective [2+2] cycloaddition of α-alkoxybenzynes and ketene silyl acetals.

scholarly journals New and old challenges in total synthesis. From concept to practice

2003 ◽  
Vol 75 (2-3) ◽  
pp. 209-221 ◽  
Author(s):  
S. Hanessian ◽  
Roberto Margarita ◽  
Adrian Hall ◽  
Shawn Johnstone ◽  
M. Tremblay ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Marine Natural Products ◽  
Stereocontrolled Synthesis ◽  
Absolute Stereochemistry

The total synthesis of dysinosin A, a novel member of the aeruginosin group of marine natural products is discussed. The stereocontrolled synthesis also confirms the proposed structure and absolute stereochemistry of the natural product.

Studies of Australian Soft Corals. XXXIX. New Sesquiterpene Metabolites From Several Xenia Species (Xeniidae, Octocorallia, Anthozoa)

1986 ◽  
Vol 39 (10) ◽  
pp. 1717 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
RH Willis
Keyword(s):  
Natural Products ◽  
Spectroscopic Study ◽  
Soft Corals ◽  
Chemical Correlation ◽  
Absolute Stereochemistry ◽  
New Metabolites

The structures and absolute stereochemistry of three new metabolites isolated from Xenia species of soft corals have been determined by spectroscopic study and chemical correlation with known natural products. The new metabolites are: (1S,2R,4R,4aS,5Z,8aR)-1,2-epoxy-4-isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene (4), (1E,4R,4aR,5S,6R,8aR)-5,6-epoxy-4-isopropyl-6-methyl- 3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-methanol acetate (5) and (1E,5Z,4R,4aR,8aR)-4-isopropyl-6-methyl-3,4,4a,7,8,8a- hexahydronaphthalene-1-methanol (6).

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