ChemInform Abstract: Novel Approach for Synthesis of (.+-.)-Calanolide A and Its Anti-HIV Activity.

ChemInform ◽  
2010 ◽  
Vol 26 (44) ◽  
pp. no-no
Author(s):  
A. KUCHERENKO ◽  
M. T. FLAVIN ◽  
W. A. BOULANGER ◽  
A. KHILEVICH ◽  
R. L. SHONE ◽  
...  
Keyword(s):  
Novel Approach ◽  
Anti Hiv ◽  
Calanolide A

Synthesis of (+)-calanolide A, an anti-HIV agent, Via enzyme-catalyzed resolution of the aldol products

1996 ◽  
Vol 7 (11) ◽  
pp. 3315-3326 ◽  
Author(s):  
Albert Khilevich ◽  
Aye Mar ◽  
Michael T. Flavin ◽  
John D. Rizzo ◽  
Lin Lin ◽  
...  
Keyword(s):  
Anti Hiv ◽  
Calanolide A

ChemInform Abstract: A Concise Synthesis of Chiral 2-Methyl-chroman-4-ones: Stereoselective Build-up of the Chromanol Moiety of anti-HIV Agent, Calanolide A.

ChemInform ◽  
2010 ◽  
Vol 26 (2) ◽  
pp. no-no
Author(s):  
A. V. R. RAO ◽  
A. S. GAITONDE ◽  
K. R. C. PRAKASH ◽  
S. P. RAO
Keyword(s):  
Anti Hiv ◽  
Calanolide A

A concise synthesis of chiral 2-methyl chroman-4-ones : Stereo selective build-up of the chromanol moiety of anti-HIV agent calanolide A

1994 ◽  
Vol 35 (34) ◽  
pp. 6347-6350 ◽  
Author(s):  
AV Rama Rao ◽  
A.S. Gaitonde ◽  
K.R.C. Prakash ◽  
S Prahlada Rao
Keyword(s):  
Anti Hiv ◽  
Calanolide A

Anti-HIV natural product (+)-calanolide A is active against both drug-susceptible and drug-resistant strains of Mycobacterium tuberculosis

2004 ◽  
Vol 12 (5) ◽  
pp. 1199-1207 ◽  
Author(s):  
Ze-Qi Xu ◽  
William W Barrow ◽  
William J Suling ◽  
Louise Westbrook ◽  
Esther Barrow ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Natural Product ◽  
Drug Resistant ◽  
Resistant Strains ◽  
Drug Resistant Strains ◽  
Anti Hiv ◽  
Calanolide A

Concise Synthesis of anti-HIV-1 Active (+)-Inophyllum B (Ib) and (+)-Calanolide A (Ia) by Application of (-)-Quinine-Catalyzed Intramolecular Oxo-Michael Addition.

ChemInform ◽  
2004 ◽  
Vol 35 (33) ◽  
Author(s):  
Etsuko Sekino ◽  
Takuya Kumamoto ◽  
Tomohiro Tanaka ◽  
Tomoko Ikeda ◽  
Tsutomu Ishikawa
Keyword(s):  
Michael Addition ◽  
Anti Hiv ◽  
Hiv 1 ◽  
Calanolide A

scholarly journals Anti-HIV-1 Activity of Calanolides Used in Combination with other Mechanistically Diverse Inhibitors of HIV-1 Replication

2000 ◽  
Vol 11 (5) ◽  
pp. 321-327 ◽  
Author(s):  
Robert W Buckheit ◽  
Julie D Russell ◽  
Ze-Qi Xu ◽  
Michael Flavin
Keyword(s):  
Reverse Transcriptase ◽  
Transcriptase Inhibitor ◽  
Drug Combinations ◽  
Wild Type Virus ◽  
Combination Drug ◽  
Challenge Virus ◽  
Anti Hiv ◽  
Hiv 1 ◽  
Calanolide A

The natural product (+)-calanolide A, a unique non-nucleoside reverse transcriptase inhibitor (NNRTI) of HIV-1 replication, is currently being evaluated in clinical trials in the USA. (+)-Calanolide A, the congeners costatolide and dihydrocostatolide, and (+)-12-oxo(+)-calanolide A, were evaluated in combination with a variety of mechanically diverse inhibitors of HIV replication to define the efficacy and cellular toxicity of potential clinical drug combinations. These assays should be useful in prioritizing the use of different combination drug strategies in a clinical setting. The calanolides exhibited synergistic antiviral interactions with other nucleoside and non-nucleoside reverse transcriptase inhibitors and protease inhibitors. Additive interactions were also observed when the calanolides were used with representative compounds from each of these classes of inhibitors. No evidence of either combination toxicity or antagonistic antiviral activity was detected with any of the tested compounds. The combination antiviral efficacy of three-drug combinations involving the calanolides, and the efficacy of two- and three-drug combinations using a (+)-calanolide A-resistant challenge virus (bearing the T139I amino acid change in the reverse transcriptase), was also evaluated in vitro. These assays suggest that the best combination of agents based on in vitro anti-HIV assay results would include the calanolides in combination with lamivudine and nelfinavir, since this was the only three-drug combination exhibiting a significant level of synergy. Combination assays with the (+)-calanolide A-resistant strain yielded identical results as seen with the wild-type virus, although the concentration of the calanolides had to be increased.

Synthesis of dual 14C-labeled (+)-calanolide A, a naturally occurring anti-HIV agent

1997 ◽  
Vol 39 (11) ◽  
pp. 901-906 ◽  
Author(s):  
Subbareddy Gaddam ◽  
Albert Khilevich ◽  
Crist Filer ◽  
John D. Rizzo ◽  
Jeremey Giltner ◽  
...  
Keyword(s):  
Naturally Occurring ◽  
Anti Hiv ◽  
Calanolide A
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