TY - JOUR
T1 - Antiprotozoal and antimicrobial activities of O-alkylated and formylated acylphloroglucinols
AU - Bharate, Sandip B.
AU - Khan, Shabana I.
AU - Yunus, Nafees A.M.
AU - Chauthe, Siddheshwar K.
AU - Jacob, Melissa R.
AU - Tekwani, Babu L.
AU - Khan, Ikhlas A.
AU - Singh, Inder Pal
N1 - Funding Information:
I.P.S. is thankful to NIPER for start-up funds. S.B.B., N.A.M.Y., and S.K.C. are thankful to NIPER for fellowship. USDA Agricultural Research Service Specific Cooperative Agreement No. 58-6408-2-0009 is also acknowledged for partial support of this work.
Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.
PY - 2007/1/1
Y1 - 2007/1/1
N2 - In the present article, we examined the antileishmanial, antimalarial, antibacterial, and antifungal activities of several newly synthesized O-alkylated phloroglucinol compounds (11-19) which are analogues of the naturally occurring antimalarial compound 1. Analogues 12 and 16 exhibited antileishmanial activity against, Leishmania donovani promastigotes with IC50s of 5.3 and 4.2 μg/mL, respectively. Naturally occurring monomeric formylated acylphloroglucinol compounds, grandinol (2), jensenone (3), and their analogues (29-37), were also synthesized and evaluated for antileishmanial, antimalarial, antibacterial, and antifungal activities. Amongst these, both grandinol and jensenone showed mild to moderate antibacterial, antifungal, and antileishmanial activities. Jensenone (3) was effective against Candida albicans with an IC50 of 5.5 μg/mL but was ineffective against Cryptococcus neoformans and methicillin-resistant Staphylococcus aureus. Among the analogues, 34 was the most active against C. albicans and C. neoformans with IC50s of 2.0 and 2.5 μg/mL, respectively, and was fungicidal toward Candida albicans.
AB - In the present article, we examined the antileishmanial, antimalarial, antibacterial, and antifungal activities of several newly synthesized O-alkylated phloroglucinol compounds (11-19) which are analogues of the naturally occurring antimalarial compound 1. Analogues 12 and 16 exhibited antileishmanial activity against, Leishmania donovani promastigotes with IC50s of 5.3 and 4.2 μg/mL, respectively. Naturally occurring monomeric formylated acylphloroglucinol compounds, grandinol (2), jensenone (3), and their analogues (29-37), were also synthesized and evaluated for antileishmanial, antimalarial, antibacterial, and antifungal activities. Amongst these, both grandinol and jensenone showed mild to moderate antibacterial, antifungal, and antileishmanial activities. Jensenone (3) was effective against Candida albicans with an IC50 of 5.5 μg/mL but was ineffective against Cryptococcus neoformans and methicillin-resistant Staphylococcus aureus. Among the analogues, 34 was the most active against C. albicans and C. neoformans with IC50s of 2.0 and 2.5 μg/mL, respectively, and was fungicidal toward Candida albicans.
KW - Antimicrobial
KW - Antiprotozoal
KW - Grandinol
KW - Jensenone
KW - O-Alkylated acylphloroglucinols
KW - Phloroglucinol
UR - http://www.scopus.com/inward/record.url?scp=33750944200&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2006.10.006
DO - 10.1016/j.bmc.2006.10.006
M3 - Article
C2 - 17070063
AN - SCOPUS:33750944200
SN - 0968-0896
VL - 15
SP - 87
EP - 96
JO - Bioorganic & Medicinal Chemistry
JF - Bioorganic & Medicinal Chemistry
IS - 1
ER -