Synthesis of bioactive sesterterpenolides from ent-halimic acid. 15-epi-ent-Cladocoran A and B.
The bioactive sesterterpenoid gamma-hydroxybutenolides 15,18-bisepi-ent-Cladocoran A and B, 1 and 2, and 15-epi-ent-Cladocoran A and B, 57 and 55, were synthesized from ent-halimic acid. The synthesized sesterterpenolids 2, 55, 57, and 59 inhibited cellular proliferation (IC(50) congruent with 2 micro M) of a number of human leukaemic and solid tumor cell lines.
Marcos
I S
IS
Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain.
Pedrero
A B
AB
Sexmero
M J
MJ
Diez
D
D
Basabe
P
P
García
N
N
Moro
R F
RF
Broughton
H B
HB
Mollinedo
F
F
Urones
J G
JG
D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D006801:Humans; D020128:Inhibitory Concentration 50; D017027:Protein Tyrosine Phosphatases / Q000037:antagonists & inhibitors; D054830:Sesterterpenes; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000138:chemical synthesis* / Q000494:pharmacology*
D000970:Antineoplastic Agents; D054830:Sesterterpenes; D013729:Terpenes; C479318:cladocoran A; D017027:Protein Tyrosine Phosphatases; C121906:dysidiolide; D015107:4-Butyrolactone