title: Anti-inflammatory triterpenes from the apical bud of Gardenia sootepensis.
abstract: Bioassay-guided fractionation of the dichloromethane extract from the apical bud of Gardenia sootepenesis Hutch. (Rubiaceae) led to the isolation of four new cycloartane triterpenes, sootepins F-I (1-4), along with four known derivatives (5-8). The structures of the new compounds were determined by 1D and 2D NMR experiments and by comparison of the physicochemical data with published values. The isolates were evaluated for cancer chemopreventive potential based on their ability to inhibit nitric oxide (NO) production and tumor necrosis factor-alpha (TNF-α)-induced nuclear factor kappa (NF-κB) activity. Compounds 6-8 inhibited TNF-α-induced NF-κB activity with half maximal inhibitory concentration (IC50) values of 8.3, 5.6, and 6.0μM, respectively; compounds 7 and 8 showed significant NO-inhibitory activity with IC50values of 3.2 and 2.0μM, respectively.
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States; Division of Life Sciences, Korea Polar Research Institute, KIOST, Incheon 21990, Republic of Korea.
authors: Ui Joung
authors: UJ
authors: Youn
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States; Arnold & Marie Schwartz College of Pharmacy and Health Sciences, Long Island University, Brooklyn, NY 11201, United States.
authors: Eun-Jung
authors: EJ
authors: Park
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors: Tamara P
authors: TP
authors: Kondratyuk
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors: Tawanun
authors: T
authors: Sripisut
authors: Natural Products Research Laboratory, School of Science, Mae Fah Luang University, Tasud, Muang, Chiang Rai 57100, Thailand.
authors: Surat
authors: S
authors: Laphookhieo
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States; Arnold & Marie Schwartz College of Pharmacy and Health Sciences, Long Island University, Brooklyn, NY 11201, United States.
authors: John M
authors: JM
authors: Pezzuto
authors: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States. Electronic address: lengchee@hawaii.edu.
authors: Leng Chee
authors: LC
authors: Chang
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000302:isolation & purification; D032062:Gardenia / Q000737:chemistry*; D057809:HEK293 Cells; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D016328:NF-kappa B / Q000378:metabolism; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D064209:Phytochemicals / Q000737:chemistry / Q000302:isolation & purification; D000067996:RAW 264.7 Cells; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification; D014409:Tumor Necrosis Factor-alpha / Q000494:pharmacology
chemical_list: D000893:Anti-Inflammatory Agents; D016328:NF-kappa B; D064209:Phytochemicals; D014315:Triterpenes; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide; C085352:cycloartane
keywords: Anti-inflammatory activity; Coronalolide (Pubchem CID: 6479499); Coronalolide methyl ester (Pubchem CID: 5468948); Coronalonic acid (Pubchem CID: 10648063); Cycloartane triterpenes; Gardenia sootepenesis; Rubiaceae; Sootepin D (Pubchem CID: 44179869)