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Novel quinoline and...
Novel quinoline and naphthalene derivatives as potent antimycobacterial agents
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Upadhayaya, Ram Shankar (author)
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Vandavasi, Jaya Kishore (author)
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Kardile, Ramakant A. (author)
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Lahore, Santosh V. (author)
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Dixit, Shailesh S. (author)
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Deokar, Hemantkumar S. (author)
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Shinde, Popat D. (author)
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Sarmah, Manash P. (author)
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- Chattopadhyaya, Jyoti (author)
- Uppsala universitet,Bioorganisk kemi
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(creator_code:org_t)
- Elsevier BV, 2010
- 2010
- English.
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In: European Journal of Medicinal Chemistry. - : Elsevier BV. - 0223-5234 .- 1768-3254. ; 45:5, s. 1854-1867
- Related links:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
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- We have designed and synthesized both the quinoline and naphthalene based molecules influenced by the unique structural make-up of mefloquine and TMC207, respectively. These compounds were evaluated for their anti-mycobacterial activity against drug sensitive Mycobacterium tuberculosis H37Rv in vitro at single-dose concentration (6.25 mu g/mL). The compounds 22,23, 26 and 27 inhibited the growth of M. tuberculosis H37Rv 99%, 90%, 98% and 91% respectively. Minimum inhibitory concentration of compounds 22, 23, 26 and 27 was found to be 6.25 mu g/mL.. Our molecular modeling and docking studies of designed compounds showed hydrogen bonding with Glu-61, Tyr-64 and Asn-190 amino acid residues at the putative binding site of ATP synthase, these interactions were coherent as shown by Mefloquine and TMC207, where hydrogen bonding was found with Tyr-64 and Glu-61 respectively. SAR analysis indicates importance of hydroxyl group and nature of substituents on piperazinyl-phenyl ring was critical in dictating the biological activity of newly synthesized compounds. (C) 2010 Elsevier Masson SAS. All rights reserved.
Subject headings
- NATURVETENSKAP -- Biologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)
Keyword
- ATP synthase
- Naphthalene
- Quinoline
- TMC207
- Mefloquine
- Anti-tuberculosis drugs
- MEDICINE
- MEDICIN
- Biology
- Biologi
- PHARMACY
- FARMACI
Publication and Content Type
- ref (subject category)
- art (subject category)
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