title: ent-rosane and labdane diterpenoids from Sagittaria sagittifolia and their antibacterial activity against three oral pathogens.
abstract: Seven new ent-rosane diterpenoids, sagittines A-G (1-7), together with one new labdane diterpene, 13-epi-manoyl oxide-19-O-alpha-l-2',5'-diacetoxyarabinofuranoside (8), were isolated from the whole plant of Sagittaria sagittifolia. The structures and relative configurations of 1-8 were characterized using spectroscopic means, chemical methods, and X-ray crystallography. Compounds 1-4 exhibited antibacterial activity against the oral pathogens Streptococcus mutans ATCC 25175 and Actinomyces naeslundiis ATCC 12104, with MIC values between 62.5 and 125 microg/mL. Compound 5 was active against only A. naeslundiis ATCC 12104, with an MIC value of 62.5 microg/mL.
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, People's Republic of China.
authors.forename: Xue-Ting
authors.initials: XT
authors.lastname: Liu
authors.forename: Qin
authors.initials: Q
authors.lastname: Pan
authors.forename: Yao
authors.initials: Y
authors.lastname: Shi
authors.forename: Ian D
authors.initials: ID
authors.lastname: Williams
authors.forename: Herman H-Y
authors.initials: HH
authors.lastname: Sung
authors.forename: Qiong
authors.initials: Q
authors.lastname: Zhang
authors.forename: Jing-Yu
authors.initials: JY
authors.lastname: Liang
authors.forename: Nancy Y
authors.initials: NY
authors.lastname: Ip
authors.forename: Zhi-Da
authors.initials: ZD
authors.lastname: Min
mesh_terms: D000190:Actinomyces / Q000187:drug effects; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001089:Arabinose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D034903:Sagittaria / Q000737:chemistry*; D013295:Streptococcus mutans / Q000187:drug effects
chemical_list: C508820:13-epi-manoyl oxide-19-O-alpha-l-2',5'-diacetoxyarabinofuranoside; D000900:Anti-Bacterial Agents; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; C433017:labdane; D001089:Arabinose