Casearin X, its degradation product and other clerodane diterpenes from leaves of Casearia sylvestris: evaluation of cytotoxicity against normal and tumor human cells.
An EtOH extract of the leaves of Casearia sylvestris afforded new clerodane diterpene, casearin X, together with the known compounds casearins B, D, L, and O, and caseargrewiin F. Casearin X degraded to the corresponding dialdehyde when stored in CDCl(3). The diterpenes isolated were cytotoxic to human cancer cell lines, with caseargrewiin F being the most active and the new clerodane, casearin X, the second active compound with IC(50) values comparable to the positive control doxorubicin. All isolated diterpenes showed lower activities against normal human cells than against cancer cell lines, which might indicate a possible selective action on cancer cells. Casearin X dialdehyde was not cytotoxic to cancer cells indicating that the occurrence of these CO groups at C(18) and C(19) is incompatible with the cytotoxic activity.
dos Santos
André Gonzaga
AG
Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Instituto de Química, São Paulo State University, CP 355, 14800-900, Araraquara-SP, Brazil.
Ferreira
Paulo Michel Pinheiro
PM
Vieira Júnior
Gerardo Magela
GM
Perez
Carla Cristina
CC
Gomes Tininis
Aristeu
A
Silva
Geraldo Humberto
GH
Bolzani
Vanderlan da Silva
Vda S
Costa-Lotufo
Letícia Veras
LV
Pessoa
Cláudia do O
Cdo O
Cavalheiro
Alberto José
AJ
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D037821:Casearia / Q000737:chemistry*; D045744:Cell Line, Tumor; D045785:Diterpenes, Clerodane / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D018515:Plant Leaves / Q000737:chemistry
C548433:1-(acetyloxy)-3,5,6,6a,7,8,9,10-octahydro-10-hydroxy-7,8-dimethyl-7-(3-methylpenta-2,4-dien-1-yl)naphtho(1,8a-c)furan-3,5-diyl dibutanoate; D000972:Antineoplastic Agents, Phytogenic; D045785:Diterpenes, Clerodane