Anti-inflammatory, analgesic and antioxidant activities of 3,4-oxo-isopropylidene-shikimic acid.
Context 3,4-Oxo-isopropylidene-shikimic acid (ISA) is an analog of shikimic acid (SA). SA is extracted from the dry fruit of Illicium verum Hook. f. (Magnoliaceae), which has been used for treating stomachaches, skin inflammation and rheumatic pain. Objective To investigate the anti-inflammatory, analgesic and antioxidant activities of ISA. Materials and methods Analgesic and anti-inflammatory activities of ISA were evaluated using writhing, hot plate, xylene-induced ear oedema, carrageenan-induced paw oedema and cotton pellets-induced granuloma test, meanwhile the prostaglandin E2 (PGE2) and malondialdehyde (MDA) levels were assessed in the oedema paw tissue. ISA (60, 120 and 240 mg/kg in mice model and 50, 120 and 200 mg/kg in rat model) was administered orally, 30 min before induction of inflammation/pain. Additionally, ISA was administered for 12 d in rats from the day of cotton pellet implantation. The active oxygen species scavenging potencies of ISA (10(-3)-10(-5) M) were evaluated by the electron spin resonance spin-trapping technique. Results ISA caused a reduction of inflammation induced by xylene (18.1-31.4%), carrageenan (7.8-51.0%) and cotton pellets (11.4-24.0%). Furthermore, ISA decreased the production of PGE2 and MDA in the rat paw tissue by 1.0-15.6% and 6.3-27.6%, respectively. ISA also reduced pain induced by acetic acid (15.6-48.9%) and hot plate (10.5-28.5%). Finally, ISA exhibited moderate antioxidant activity by scavenging the superoxide radical and hydroxyl radical with IC50 values of 0.214 and 0.450 μg/mL, respectively. Discussion and conclusion Our findings confirmed the anti-inflammatory, analgesic and antioxidant activities of ISA.
a School of Pharmacy , Xi'an Jiaotong University , Xi'an , China ;|b Department of Pharmacy , The First Affiliated Hospital of Xi'an Jiaotong University , Xi'an , China.
Jin-Yao
JY
Sun
b Department of Pharmacy , The First Affiliated Hospital of Xi'an Jiaotong University , Xi'an , China.
Cui-Yu
CY
You
a School of Pharmacy , Xi'an Jiaotong University , Xi'an , China ;
Kai
K
Dong
b Department of Pharmacy , The First Affiliated Hospital of Xi'an Jiaotong University , Xi'an , China.
Hai-Sheng
HS
You
a School of Pharmacy , Xi'an Jiaotong University , Xi'an , China ;
Jian-Feng
JF
Xing
D019342:Acetic Acid; D000700:Analgesics / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000494:pharmacology*; D000975:Antioxidants / Q000494:pharmacology*; D002351:Carrageenan; D032561:Cotton Fiber; D015232:Dinoprostone / Q000378:metabolism; D004195:Disease Models, Animal; D004305:Dose-Response Relationship, Drug; D004487:Edema / Q000139:chemically induced / Q000378:metabolism / Q000517:prevention & control*; D005260:Female; D015745:Granuloma, Foreign-Body / Q000139:chemically induced / Q000517:prevention & control*; D006358:Hot Temperature; D017665:Hydroxyl Radical / Q000737:chemistry; D007213:Indomethacin / Q000494:pharmacology; D008297:Male; D008315:Malondialdehyde / Q000378:metabolism; D008813:Mice, Inbred ICR; D010146:Pain / Q000209:etiology / Q000517:prevention & control*; D017207:Rats, Sprague-Dawley; D012765:Shikimic Acid / Q000031:analogs & derivatives* / Q000494:pharmacology; D013481:Superoxides / Q000737:chemistry; D013997:Time Factors; D014992:Xylenes
C479295:3,4-oxoisopropylideneshikimic acid; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D014992:Xylenes; D013481:Superoxides; D012765:Shikimic Acid; D017665:Hydroxyl Radical; D008315:Malondialdehyde; D002351:Carrageenan; D015232:Dinoprostone; D019342:Acetic Acid; D007213:Indomethacin
Carrageenan; Illicium verum Hook.f.; malondialdehyde; prostaglandin E2; xylene