6
V. K. MAIKHURI ET AL.
vacuum and the crude product thus obtained was purified using silica gel column chro-
matography in methanol-chloroform mixture as gradient solvent system.
N1-(b-D-ribofuranosyl)-C4-(coumarin-400-yl)-1,2,3-triazole (6a)
It was obtained as white solid (0.588 g) in 90% yield, using 10% MeOH in CHCl3 as an
1
eluent; m.p. ¼ 96–98 ꢁC; IR (cmꢂ1, KBr): 3422, 2928, 2372, 1688, 1400, 1122, 751; H
NMR (400 MHz, DMSO-d6): d 9.11 (s, 1 H), 8.50 (d, J ¼ 7.9 Hz, 1 H), 7.66 (t, J ¼ 8.3 Hz,
1 H), 7.46-7.38 (m, 2 H), 6.82 (s, 1 H), 6.03 (d, J ¼ 4.3 Hz, 1 H), 5.72 (brs, 1 H), 5.31 (brs,
1 H), 5.04 (brs, 1 H), 4.44 (t, J ¼ 4.5 Hz, 1 H), 4.16 (t, J ¼ 4.7 Hz, 1 H), 3.99 (dd, J ¼ 8.5,
4.2 Hz, 1 H), 3.64 (dd, J ¼ 11.9, 3.4 Hz, 1 H), 3.52 (dd, J ¼ 12.0, 4.1 Hz, 1 H); 13C NMR
(100.6 MHz, DMSO-d6): d 159.8, 153.9, 142.7, 142.0, 132.5, 127.3, 125.1, 124.7, 117.1,
116.8, 113.4, 92.6, 86.1, 75.3, 70.1, 61.1; HRMS (ESI): m/z ¼ 346.1028, calculated for
[C16H15N3O6þH]þ ¼ 346.1034.
Acknowledgments
We are grateful to University of Delhi for providing financial support under DU-DST Purse
Grant and under scheme to strengthen Research & Development; Vipin K. Maikhuri and Kavita
thank CFEES-DRDO and CSIR, New Delhi for the award of Junior Research Fellowships. We are
also thankful to CIF-USIC, University of Delhi for providing NMR, other spectral and crystallo-
graphic data recording facility.
References
[1] Mangasuli, S. N.; Hosamani, K. M.; Devarajegowda, H. C.; Kurjogi, M. M.; Joshi, S. D.
Synthesis of Coumarin-Theophylline Hybrids as a New Class of Antitubercular and anti-
[2] Baghdadi, M. A.; Al-Abbasi, F. A.; El-Halawany, A. M.; Aseeri, A. H.; Al-Abd, A. M.
Anticancer Profiling for Coumarins and Related O-Naphthoquinones from Mansonia
Gagei against Solid Tumor Cells in Vitro. Molecules. 2018, 23, 1020. DOI: 10.3390/
[3] Elshemy, H. A. H.; Zaki, M. A. Design and Synthesis of New Coumarin Hybrids and
Insight into Their Mode of Antiproliferative Action. Bioorg. Med. Chem. 2017, 25,
[4] Bisi, A.; Cappadone, C.; Rampa, A.; Farruggia, G.; Sargenti, A.; Belluti, F.; Di Martino,
R. M. C.; Malucelli, E.; Meluzzi, A.; Iotti, S.; Gobbi, S. Coumarin Derivatives as Potential
Antitumor Agents: Growth Inhibition, Apoptosis Induction and Multidrug Resistance
[5] Robledo-O’Ryan, N.; Matos, M. J.; Vazquez-Rodriguez, S.; Santana, L.; Uriarte, E.;
Moncada-Basualto, M.; Mura, F.; Lapier, M.; Maya, J. D.; Olea-Azar, C. Synthesis,
Antioxidant and Antichagasic Properties of a Selected Series of Hydroxy-3-Arylcoumarins.
[6] Hassan, M. Z.; Osman, H.; Ali, M. A.; Ahsan, M. J. Therapeutic Potential of Coumarins
[7] Kolb, H. C.; Sharpless, K. B. The Growing Impact of Click Chemistry on Drug Discovery.