Biological evaluations of fatty acid esters originated during storage of Prasaplai, a Thai traditional medicine.
Three fatty acid esters, (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl linoleate (1), (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl oleate (2), and (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl palmitate (3), originated during storage by the interaction of components in Prasaplai, were synthesized. These three artificial esters were subjected to four biological evaluations. All three compounds were active against Mycobacterium tuberculosis H(37)Ra for which compounds 1 and 3 had inhibitory concentration at 200 microg mL(-1) while compound 2 inhibited at 100 microg mL(-1). When all these compounds were subjected to anti-HSV-1 test, compound 2 showed positive activity at 42.6 microg mL(-1) without any cytotoxic activity against human vero cell line while compound 3 had the cytotoxicity to vero cell at IC(50) 38 microg mL(-1). Compound 1 was inactive for this test.
Tangyuenyongwatana
Prasan
P
Faculty of Pharmacy, Department of Pharmacognosy, Mahidol University, Bangkok 10400, Thailand.
Gritsanapan
Wandee
W
D000818:Animals; D002522:Chlorocebus aethiops; D004952:Esters; D005227:Fatty Acids / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D008041:Linoleic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008519:Medicine, Traditional; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D009829:Oleic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010168:Palmitates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014709:Vero Cells
C523928:(E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl linoleate; C523929:(E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl oleate; C523930:(E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl palmitate; D004952:Esters; D005227:Fatty Acids; D008041:Linoleic Acids; D009829:Oleic Acids; D010168:Palmitates