Eremophilane sesquiterpenes from Ligularia macrophylla.
New eremophilane sesquiterpenes, 6beta-sarracinoyloxy-1beta,10beta-epoxy-furanoeremophilane (1), 6alpha-angeloyloxy-10betaH-furanoeremophil-1-one (2), 1alpha-hydroxy-9-deoxycacalol (3), and 1beta-hydroxy-11(R,S)-8-oxoeremophil-6,9-dien-12-al (4a+4b), together with five known sesquiterpenes (5-9) were isolated from the roots and rhizomes of Ligularia macrophylla. The structures were elucidated by spectroscopic methods including 2D NMR techniques, and the structure of 1 was confirmed by a single-crystal X-ray diffraction experiment. The compounds were also evaluated for cytotoxic activity against human lung carcinoma (A-549) and human breast adenocarcinoma (MCF-7) and were found to show only very weak cytotoxicity.
Wang
Qi
Q
Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, People's Republic of China.
Mu
Qing
Q
Shibano
Makio
M
Morris-Natschke
Susan L
SL
Lee
Kuo-Hsiung
KH
Chen
Dao-Feng
DF
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D000081223:Polycyclic Sesquiterpenes; D027343:Rhizome / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D009281:Naphthalenes; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C018286:eremophilane compounds