Synthesis and cytotoxic effects of deoxy-tomentellin.
Cannabigerol (1, CBG), methyl 4-[(2E)-3,7-dimethyl-2,6-octadienyl)oxy]-3-methoxybenzoate (2, DTM), 5-fluorouracil (3, FU) as a reference, and cannabidiol (4, CBD) were tested for their growth inhibitory effects against KB(ATCC NO, OCL 17) cell lines using two different assays, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazoliumbromide (MTT) assay and the sulforhod-amine B protein (SRB) assay. These compounds showed inhibitory activity in vitro in the micromolar range against KB cell lines. In general, the antitumor activities of these compounds (1, 2, 3 and 4) were dose-dependent over the micromolar concentration range of 1 to 100 M. The comparison of IC50 values of these compounds in tumor cell lines showed that their susceptibility to these compounds decreases in the following order: DTM > CBD > 5-FU > CBG by MTT assay and DTM = CBD > 5-FU > CBG by SRB assay. CBG 1, DTM 2, 5-FU 3, and CBD 4 were tested for their cytotoxic effects on NIH 3T3 fibroblasts using two different assays, the MTT assay and SRB assay. These compounds exhibited potent cytotoxic activities in vitro in the micromolar range against NIH 3T3 fibroblasts. In general, the cytotoxic activities of these compounds (1, 2, 3 and 4) were dose-dependent over the micromolar concentration range of 1 to 100 M. The comparison of CD50 values of these compounds in NIH 3T3 fibroblasts shows that their susceptibility to these compounds in decreases the following order(:) CBD > 5-FU > DTM > CBG by MTT assay, CBD > 5-FU > CBG > DTM by SRB assay. These results suggest that DTM 2 has the most growth-inhibitory activity against KB cell lines.
Han
D S
DS
Department of Oral Anatomy, School of Dentistry, Wonkwang University, Iksan, Korea.
Jung
K H
KH
Jung
W Y
WY
Oh
I K
IK
Kang
K U
KU
Baek
S H
SH
D016475:3T3 Cells; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D001565:Benzoates / Q000138:chemical synthesis* / Q000494:pharmacology; D002186:Cannabinoids / Q000138:chemical synthesis / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D003124:Colorimetry; D004396:Coloring Agents; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007624:KB Cells; D007659:Ketones / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D012235:Rhodamines / Q000737:chemistry; D013778:Tetrazolium Salts; D013844:Thiazoles
D000972:Antineoplastic Agents, Phytogenic; D001565:Benzoates; D002186:Cannabinoids; D004396:Coloring Agents; D007659:Ketones; D012235:Rhodamines; D013778:Tetrazolium Salts; D013844:Thiazoles; C412947:deoxy-tomentellin; C022027:lissamine rhodamine B; C022616:thiazolyl blue; C037036:cannabigerol