volume 11 issue 4 pages 523-528

Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds

T. K. Venkatachalam 1
Elise A. Sudbeck 1
Chen Mao 1
Fatih M. Uckun 1
1
 
Drug Discovery Program, Parker Hughes Institute, St. Paul, MN 55113, USA
Publication typeJournal Article
Publication date2001-02-01
scimago Q2
wos Q2
SJR0.472
CiteScore5.1
Impact factor2.2
ISSN0960894X, 14643405
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
Several thiazolyl thiourea derivatives were designed and synthesized as non-nucleoside inhibitors (NNRTI) of HIV-1 reverse transcriptase. Six lead compounds were identified that showed subnanomolar IC50 values for the inhibition of HIV replication, were minimally toxic to human peripheral blood mononuclear cells (PBMC) with CC50 values ranging from 28 to >100 microM, and showed remarkably high selectivity indices ranging from 28,000 to >100,000. The most promising compound was N-[1-(1-furoylmethyl)]-N'-[2-(thiazolyl)]thiourea (compound 6), which showed potency against two NNRTI-resistant HIV-1 isolates (A17 and A17 variant) at nanomolar to low micromolar concentrations, exhibited much greater potency against both wild-type as well as NNRTI-resistant HIV-1 than nevirapine, delavirdine, HI-443, and HI-244, was minimally toxic to PBMC, and had a selectivity index of > 100,000. The potency and minimal cytotoxicity of these aromatic/heterocyclic thiourea compounds suggest that they may be potentially useful as anti-AIDS drugs.
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GOST |
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GOST Copy
Venkatachalam T. K. et al. Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds // Bioorganic and Medicinal Chemistry Letters. 2001. Vol. 11. No. 4. pp. 523-528.
GOST all authors (up to 50) Copy
Venkatachalam T. K., Sudbeck E. A., Mao C., Uckun F. M. Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds // Bioorganic and Medicinal Chemistry Letters. 2001. Vol. 11. No. 4. pp. 523-528.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/s0960-894x(01)00011-7
UR - https://doi.org/10.1016/s0960-894x(01)00011-7
TI - Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds
T2 - Bioorganic and Medicinal Chemistry Letters
AU - Venkatachalam, T. K.
AU - Sudbeck, Elise A.
AU - Mao, Chen
AU - Uckun, Fatih M.
PY - 2001
DA - 2001/02/01
PB - Elsevier
SP - 523-528
IS - 4
VL - 11
PMID - 11229762
SN - 0960-894X
SN - 1464-3405
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2001_Venkatachalam,
author = {T. K. Venkatachalam and Elise A. Sudbeck and Chen Mao and Fatih M. Uckun},
title = {Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds},
journal = {Bioorganic and Medicinal Chemistry Letters},
year = {2001},
volume = {11},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/s0960-894x(01)00011-7},
number = {4},
pages = {523--528},
doi = {10.1016/s0960-894x(01)00011-7}
}
MLA
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MLA Copy
Venkatachalam, T. K., et al. “Anti-HIV activity of aromatic and heterocyclic Thiazolyl Thiourea compounds.” Bioorganic and Medicinal Chemistry Letters, vol. 11, no. 4, Feb. 2001, pp. 523-528. https://doi.org/10.1016/s0960-894x(01)00011-7.