Four new diterpenes, acasiane A (1), acasiane B (2), farnesirane A (3), and farnesirane B (4), along with three known diterpenes (5 – 7), two triterpenes (8 and 9), and eight flavonoids (10 – 17) were isolated from the roots of Acacia farnesiana. The structures and relative configurations of these compounds were determined by various spectroscopic and x-ray analyses. All isolated compounds were evaluated for their in vitro cytotoxic activities against six human cancer cell lines (Hep G2, Hep 3B, MDA-MB-231, MCF-7, A549, and Ca9 – 22) with the MTT method. Betulinic acid (8) displayed moderate cytotoxicity (1.70 – 5.74 μg/mL) towards five human cancer cell lines and the flavonoids had slight effects. In addition, 8, diosmetin (13), and 3′,4′,5-trihydroxy-7-methoxyflavone (15) slightly inhibited superoxide anion generation or elastase release by human neutrophils, indicating moderate anti-inflammatory activities.
1
Sahu N P, Koike K, Banerjee S, Achari B, Jia Z, Nikaido T.
A novel diterpene glycoside from the seeds of Acacia farnesiana.
.
Tetrahedron Lett.
1997;
38
8405-8
4
El Sissi H I, Saleh N AM, El Negoumy S I, Wagner H, Iyengar M A, Seligmann O.
Prunin-O-6′′-gallat, aus Acacia farnesiana.
.
Phytochemistry.
1974;
13
2843-4
7
Lin A S, Nakagawa-Goto K, Chang F R, Yu D, Morris-Natschke S L, Wu C C. et al .
First total synthesis of protoapigenone and its Analogues as potent cytotoxic agents.
J Med Chem.
2007;
50
3921-7
8
Hwang T L, Hung H W, Kao S H, Teng C M, Wu C C, Cheng S JS.
Soluble guanylyl cyclase activator YC-1 inhibit human neutrophil functions through a cGMP-independent but cAMP-dependent pathway.
Mol Pharmacol.
2003;
64
1419-27
9
Hsieh P W, Hwang T L, Wu C C, Chiang S Z, Wu C I, Wu Y C.
The evaluation and structure-activity relationships of 2-benzoylaminobenzoic esters and their analogues as anti-inflammatory and anti-platelet aggregation agents.
Bioorg Med Chem Lett.
2007;
17
1812-7
10
Joshi K C, Bansal R K, Sharma T, Murray R DH, Forbes I T, Cameron A F. et al .
Two novel cassane diterpenoids from Acacia jacquemontii.
.
Tetrahedron.
1979;
35
1449-53
12
Jahan I A, Nahar N, Mosihuzzaman M, Shaheen F, Atta-ur R, Choudhary M I.
Six new diterpenoids from Suregada multiflora.
.
J Nat Prod.
2004;
67
1789-95
14
Macias F A, Simonet A M, Esteban M D.
Potential allelopathic lupane triterpenes from bioactive fractions of Melilotus messanensis.
.
Phytochemistry.
1994;
36
1369-79
17
Noro T, Oda Y, Miyase T, Ueno A, Fukushima S.
Studies of enzyme inhibitors. II. Inhibitors of xanthine oxidase from the flowers and buds of Daphne genkwa.
.
Chem Pharm Bull.
1983;
31
3984-7