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J Nat Prod ; 77(5): 1185-92, 2014 May 23.
Article in English | MEDLINE | ID: mdl-24787118

ABSTRACT

A new seco-kalmane-type diterpenoid, seco-rhodomollone (1), five new grayanane-type diterpenoids, rhodomollein XXI (2), 6-O-acetylrhodomollein XXI (3), 6,14-di-O-acetylrhodomollein XXI (4), rhodomollein XXII (5), and 2-O-methylrhodomollein XI (6), and two new kalmane-type diterpenoids, rhodomolleins XXIII (7) and XXIV (8), together with seven known compounds, were isolated from the flowers of Rhododendron molle collected in Guangxi Province, China. The absolute configurations of 1 and 3 were defined by single-crystal X-ray diffraction experiments. Compound 1 possesses an unprecedented 1,5-seco-kalmane skeleton presumably derived by cleavage of the C-1-C-5 bond of the kalmane skeleton. Compounds 2-4 represent the first examples from a natural source of grayanane-type diterpenoids with a chlorine substituent.


Subject(s)
Diterpenes/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Rhododendron/chemistry , Crystallography, X-Ray , Diterpenes/chemistry , Drugs, Chinese Herbal/chemistry , Flowers/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular
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