Antibacterial diterpenoids from Sagittaria pygmaea.
There were five new diterpenoids, 18-beta-D-3',4'-diacetoxyxylopyranosyl-ent-kaur-16-ene (1), 18-beta-L-3',5'-diacetoxyarabinofuranosyl-ent-kaur-16-ene (2), 18-beta-D-3',6'-diacetoxyglucopyranosyl-ent-kaur-16-ene (3), ent-isopimar-8(14),15-dien-19-oic acid (4), and 5alpha-hydroxy-ent-rosa-15-en-18-oic acid (5), isolated from the whole herb of Sagittaria pygmaea. Their structures and relative configurations were established based on spectroscopic studies, chemical methods, and X-ray crystallographic analysis. Compound 2 exhibited significant antibacterial activity against the oral pathogens, Streptococcus mutans ATCC 25 175 and Actinomyces viscosus ATCC 27 044, with MIC values against both pathogens of 15.6 microg/mL. Compound 3 was active against only A. viscosus ATCC 27 044 with an MIC value of 62.5 microg/mL. Compounds 4 and 5 were active against S. mutans ATCC 25 175 and A. viscosus ATCC 27 044, with MIC values against both pathogens of 125.0 microg/mL.
Liu
Xue-Ting
XT
Department of Natural Medicinal Chemistry, China Pharmaceutical University, People's Republic of China.
Shi
Yao
Y
Yu
Biao
B
Williams
Ian D
ID
Sung
Herman H Y
HH
Zhang
Qiong
Q
Liang
Jing-Yu
JY
Ip
Nancy Y
NY
Min
Zhi-Da
ZD
D016924:Actinomyces viscosus / Q000187:drug effects; D016976:Aggregatibacter actinomycetemcomitans / Q000187:drug effects*; D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D004224:Diterpenes / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D034903:Sagittaria; D013295:Streptococcus mutans / Q000187:drug effects
D000900:Anti-Bacterial Agents; D004224:Diterpenes; D010936:Plant Extracts