Anticomplementary activity of triterpenoids from the whole plant of Aceriphyllum rossii against the classical pathway.
To provide a better understanding of the anti-complement activity of triterpenoids, seven unusual pentacyclic triterpenoids bearing a carboxyl group at C-27 were evaluated for their anticomplement activities against the classical pathway of the complement system. The triterpenoids were isolated from the whole plant of Aceriphyllum rossii of the family Saxifragaceae and were determined to be 3alpha,23-isopropylidenedioxyolean-12-en-27-oic acid (1), 3-oxoolean-12-en-27-oic acid (2), 3alpha-hydroxyolean-12-en-27-oic acid (3), beta-peltoboykinolic acid (4), 3alpha,23-diacetoxyolean-12-en-27-oic acid (5), 23-hydroxy-3-oxoolean-12-en-27-oic acid (6) and aceriphyllic acid A ( 7). Among them, compounds 2, 3, and 5 showed significant anticomplement activity on the classical pathway with IC (50) values of 71.4, 98.5, and 180.7 microM, respectively, whereas compounds 1, 4, 6, and 7 were inactive. Our findings suggest that both the ketone at C-3 and the methyl at C-23 in the oleanane triterpenoids with a carboxyl group at C-27 are important for the anticomplement activity against the classical pathway.
Min
Byung-Sun
BS
College of Pharmacy, Catholic University of Daegu, Gyeongsan, Korea. bsmin@cu.ac.kr
Lee
IkSoo
I
Chang
Min-Jung
MJ
Yoo
Jae Kuk
JK
Na
MinKyun
M
Hung
Tran Manh
TM
Thuong
Phuong Thien
PT
Lee
JongPill
J
Kim
Jung-Hee
JH
Kim
Jin Cheol
JC
Woo
Mi Hee
MH
Choi
Jae Sue
JS
Lee
Hyeong-Kyu
HK
Bae
KiHwan
K
D003171:Complement Pathway, Classical / Q000187:drug effects*; D003165:Complement System Proteins / Q000378:metabolism; D006801:Humans; D008297:Male; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D053978:Pentacyclic Triterpenes / Q000302:isolation & purification / Q000494:pharmacology*; D031995:Saxifragaceae / Q000737:chemistry*
D053978:Pentacyclic Triterpenes; D009828:Oleanolic Acid; D003165:Complement System Proteins