Boswellianols A–I, Structurally Diverse Diterpenoids from the Oleo-Gum Resin of Boswellia carterii and Their TGF-β Inhibition Activity
Authors
Zhi-Rong Lin
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Meng-Yu Bao
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Hao-Ming Xiong
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Dai Cao
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Li-Ping Bai
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Wei Zhang
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Zhi-Hong Jiang
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Guo-Yuan Zhu
State Key Laboratory of Quality Research in Chinese Medicines, Guangdong-Hong Kong-Macao Joint Laboratory of Respiratory Infectious Disease, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Macau 999078, China; [email protected] (Z.-R.L.); [email protected] (M.-Y.B.); [email protected] (H.-M.X.); [email protected] (D.C.); [email protected] (L.-P.B.); [email protected] (W.Z.)
Olibanum, a golden oleo-gum resin from species in the Boswellia genus (Burseraceae family), is a famous traditional herbal medicine widely used around the world. Previous phytochemical studies mainly focused on the non-polar fractions of olibanum. In this study, nine novel diterpenoids, boswellianols A–I (1–9), and three known compounds were isolated from the polar methanolic fraction of the oleo-gum resin of Boswellia carterii. Their structures were determined through comprehensive spectroscopic analysis as well as experimental and calculated electronic circular dichroism (ECD) data comparison. Compound 1 is a novel diterpenoid possessing an undescribed prenylmaaliane-type skeleton with a 6/6/3 tricyclic system. Compounds 2–4 were unusual prenylaromadendrane-type diterpenoids, and compounds 5–9 were new highly oxidized cembrane-type diterpenoids. Compounds 1 and 5 showed significant transforming growth factor β (TGF-β) inhibitory activity via inhibiting the TGF-β-induced phosphorylation of Smad3 and the expression of fibronectin and N-cadherin (the biomarker of the epithelial–mesenchymal transition) in a dose-dependent manner in LX-2 human hepatic stellate cells, indicating that compounds 1 and 5 should be potential anti-fibrosis agents. These findings give a new insight into the chemical constituents of the polar fraction of olibanum and their inhibitory activities on the TGF-β/Smad signaling pathway.
Keywords: Boswellia carterii, diterpenoids, boswellianols A–I, TGF-β
Click on "Archives" to access the full archive of scientific preprints. You may use the categories and the search functionality to find select preprints you're interested in.
