The Open Conference Proceedings Journal

(Biological Sciences, Chemical Sciences, Physical Sciences, Medicine, Engineering & Technology)

ISSN: 2210-2892 ― Volume 10, 2020

Synthesis of 2-Methoxybenzoylhydrazone and Evaluation of their Antileishmanial Activity

The Open Conference Proceedings Journal, 2013, 4: 167

Mohd Syukri Baharudin, Taha Muhammad , Nor Hadiani Ismail, Khalid Mohammed Khan, Faridahanim Mohd Jaafar, Samreen, Salman Siddiqui, M. Iqbal Choudhary

Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia

Electronic publication date 1/3/2013
[DOI: 10.2174/2210289201304010167]

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2-Methoxybenzoylhydrazones 1-25 were synthesized from 2-methoxybenzoylhydrazide which was obtained from methyl-2- methoxybenzoate by refluxing with hydrazine hydrate for 5 h which was then crystallized from methanol. 2- Methoxybenzoylhydrazones were prepared by condensing 2-methoxybenzoylhydrazide with different aromatic aldehydes in refluxing ethanol for 3 to 4 hour in high yield. Compounds 1-25 showed varying degrees of antileishmanial activities with IC50 values ranging between 1.95 - 88 μM, as compared to standard pentamidine (IC50 = 5.09 μM). Compounds 10 (IC50 = 1.95 μM), 11 (IC50 = 2. 49 μM), and 2 (IC50 = 3.29 μM) were found to be more active than standard pentamidine (IC50 = 5.09 μM). Compounds 7 (IC50 = 7.64 μM), 8 (IC50 = 13.17μM), 18 (IC50 = 13.15 μM), and 24 (IC50 = 15.65 μM) exhibited good activities. Compounds 3 (IC50 = 28.24 μM), 1 (IC50 = 31.47 μM), 12, (IC50 = 31.56 μM), 4 (IC50 = 33.2 μM), 15 (IC50 = 34.85 ± 0.48 μM), 5 (IC50 = 35.41 μM), 9 (IC50 = 40.07 μM), and 19 (IC50 = 45.67 μM) were found to be moderately active. Compounds 13, 14, 16, 17, 20-23 and 25 showed weak activities with IC50 values between 57.41 to 88.56 μM. Only compound 6 was found to be completely inactive.

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