Psilostachyin, acetylated pseudoguaianolides and their analogues: Preparation and evaluation of their anti-inflammatory potential

• Published in: Bioorganic & medicinal chemistry letters Vol. 21; no. 16; pp. 4847 - 4851
• Main Authors: Chib, Renu, Shah, Bhahwal Ali, Anand, Naveen, Pandey, Anjali, Kapoor, Kamini, Bani, Sarang, Gupta, Vivek K., Rajnikant, Sethi, Vijay K., Taneja, Subhash Chandra
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 15.08.2011; Elsevier
• Subjects: Acetylated pseudoguaianolides; Animals; Anti-inflammatory; anti-inflammatory activity; Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Biological and medical sciences; Bones, joints and connective tissue. Antiinflammatory agents; Crystallography, X-Ray; Dose-Response Relationship, Drug; interleukin-1beta; Interleukin-1beta - biosynthesis; interleukin-6; Interleukin-6 - biosynthesis; Lactones - chemical synthesis; Lactones - chemistry; Lactones - pharmacology; Medical sciences; Mice; Models, Molecular; Molecular Conformation; neutrophils; Neutrophils - drug effects; Neutrophils - immunology; Parthenin; Pharmacology. Drug treatments; Psilostachyin; Sesquiterpenes - chemical synthesis; Sesquiterpenes - chemistry; Sesquiterpenes - pharmacology; Stereoisomerism; Structure-Activity Relationship; tumor necrosis factor-alpha; Tumor Necrosis Factor-alpha - biosynthesis; X-ray diffraction; Psilostachyin; Acetylated pseudoguaianolides; Parthenin; Anti-inflammatory; Ketol; Oxygen heterocycle; Structure activity relation; Tertiary alcohol; Sesquiterpenes; Acetylation; Secondary alcohol; Dispirane; Chemical synthesis; Acylate; Oxygen nitrogen heterocycle; Terpenoid; Rodentia; Antiinflammatory agent; Lactone; Tetracyclic compound; Tricyclic compound; In vitro; Spiran; Vertebrata; Mammalia; Mouse; Neutrophil
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2011.06.037

Naturally occurring acetylated pseudoguaianolides and spirolactone psilostachyin including their analogues were synthesized and evaluated for their anti-inflammatory potential. Naturally occurring acetylated pseudoguaianolides and psilostachyin including their analogues were synthesized. The structure of semi-synthetic psilostachyin was also confirmed by X-ray crystallography. The anti-inflammatory potential of all the derivatives has been evaluated through in vitro expression of TNF-α, IL-1β and IL-6 in murine neutrophils.