Cytotoxic clerodane diterpenes from Zuelania guidonia.
The leaves of Zuelania guidonia yielded eight new clerodane diterpenes, namely, zuelaguidins A-H (1-8), and the known clerodane diterpene esculentin A (9). Some of these structures contained a 3,6-dihydro-1,2-dioxin moiety. The new compounds were isolated and identified using 1D- and 2D-NMR experiments. All compounds were evaluated for cytotoxicity against the CCRF-CEM (human acute lymphocytic leukemia), CEM-ADR5000 (human acute lymphocytic leukemia resistant to doxorubicin), and MIA-PaCa-2 (human pancreatic carcinoma) cell lines as well as for their selectivity against peripheral blood mononuclear cells from healthy human subjects. Zuelaguidins B, C, and E were the most potent compounds against the CCRF-CEM cell line, with IC50 values ranging from 1.6 to 2.5 μM.
Escuela de Quimica and CIPRONA, Universidad de Costa Rica , 2060 San José, Costa Rica.
Carlos
C
Calderón
Christian
C
De Ford
Victor
V
Castro
Irmgard
I
Merfort
Renato
R
Murillo
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D003364:Costa Rica; D045785:Diterpenes, Clerodane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D031308:Salicaceae / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D045785:Diterpenes, Clerodane; C000588877:esculentin A; C000588878:zuelaguidin B; C000588880:zuelaguidin C; C000588881:zuelaguidin E