title: Withanolides derived from Physalis peruviana (Poha) with potential anti-inflammatory activity.
abstract: Three new withanolides, physaperuvin G (1), with physaperuvins I (2), and J (3), along with seven known derivatives (4-10), were isolated from the aerial parts of Physalis peruviana. The structures of 1-3 were determined by NMR, X-ray diffraction, and mass spectrometry. Compounds 1-10 were evaluated in lipopolysaccharide (LPS)-activated murine macrophage RAW 264.7 cells. Compounds 4, 5, and 10 with potent nitric oxide inhibitory activity in LPS-activated RAW 264.7 cells, with IC50 values in the range of 0.32-7.8μM. In addition, all compounds were evaluated for potential to inhibit tumor necrosis factor-alpha (TNF-α)-activated nuclear factor-kappa B (NF-κB) activity with transfected human embryonic kidney cells 293. Compounds 4-7 inhibited TNF-α-induced NF-κB activity with IC50 values in the range of 0.04-5.6μM.
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: Mayuramas
authors.initials: M
authors.lastname: Sang-Ngern
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: Ui Joung
authors.initials: UJ
authors.lastname: Youn
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: Eun-Jung
authors.initials: EJ
authors.lastname: Park
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: Tamara P
authors.initials: TP
authors.lastname: Kondratyuk
authors.affiliation: Chemistry Department, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: Charles J
authors.initials: CJ
authors.lastname: Simmons
authors.affiliation: United States Department of Agriculture, Daniel K. Inouye U.S. Pacific Basin Agricultural Research Center, Hilo, HI 96720, United States.
authors.forename: Marisa M
authors.initials: MM
authors.lastname: Wall
authors.affiliation: Bruker AXS Inc., East Cheryl Parkway, Madison, WI 53711, United States.
authors.forename: Michael
authors.initials: M
authors.lastname: Ruf
authors.affiliation: Lani ko Honua Berry Farm, Pepeekeo, HI 96783, United States.
authors.forename: Sam E
authors.initials: SE
authors.lastname: Lorch
authors.affiliation: Department of Food Science, Cornell University College of Agriculture and Life Science, Founders Hall, Ithaca, NY 14853, United States.
authors.forename: Ethyn
authors.initials: E
authors.lastname: Leong
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, HI 96720, United States.
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
authors.affiliation: 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.forename: Leng Chee
authors.initials: LC
authors.lastname: Chang
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D004305:Dose-Response Relationship, Drug; D057809:HEK293 Cells; D006801:Humans; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D016328:NF-kappa B / Q000037:antagonists & inhibitors* / Q000378:metabolism; D032321:Physalis / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors* / Q000378:metabolism; D054358:Withanolides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D016328:NF-kappa B; D014409:Tumor Necrosis Factor-alpha; D054358:Withanolides
keywords: Anti-inflammatory activity; Physalis peruviana; Withanolides; X-ray crystallography