73069-13-3 Usage
Description
Atractylenolide I is a sesquiterpene that has been found in the rhizomes of A. macrocephala and has diverse biological activities, including anti-inflammatory, anti-angiogenic, anti-tumor, and antidepressant properties. It inhibits LPS-induced increases in TNF-α and nitric oxide (NO) production, as well as inducible nitric oxide synthase (iNOS) activity, in murine peritoneal macrophages (IC50s = 23.1, 41, and 67.3 μM, respectively). Atractylenolide I reduces pouch fluid weight, inflammatory cell count, granuloma weight, and vascular index (ID50s = 24.18, 19.46, 14.44, and 15.15 mg/kg, respectively) in a mouse air pouch granuloma model induced by Freund''s complete adjuvant (FCA). It also reduces the number of microvessels in the air pouch wall by 58.27% when administered at a dose of 20 mg/kg and reduces the blood levels of TNF-α, IL-1β, IL-6, VEGF, placenta growth factor (PlGF), and bFGF in a dose-dependent manner in a mouse model of FCA-induced granuloma. Atractylenolide I inhibits the growth of T-24, 5637, RT4, and 253J bladder cancer cells in vitro (IC50s = 12.8-63.7 μM) and reduces tumor growth in T-24 and 253J mouse xenograft models in a dose-dependent manner. In a mouse model of depression induced by chronic unpredictable mild stress, atractylenolide I reverses stress-induced decreases in hippocampal levels of serotonin (5-HT; ) and norepinephrine and reduces immobility time in the forced swim and tail suspension tests in a dose-dependent manner, indicating antidepressant-like activity.
Check Digit Verification of cas no
The CAS Registry Mumber 73069-13-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,0,6 and 9 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 73069-13:
(7*7)+(6*3)+(5*0)+(4*6)+(3*9)+(2*1)+(1*3)=123
123 % 10 = 3
So 73069-13-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h8,12H,1,4-7H2,2-3H3/t12-,15+/m0/s1
73069-13-3Relevant articles and documents
Dimerization of butenolide structures. A biomimetic approach to the dimeric sesquiterpene lactones (±)-biatractylolide and (±)- biepiasterolide
Bagal, Sharanjeet K.,Adlington, Robert M.,Baldwin, Jack E.,Marquez, Rodolfo
, p. 9100 - 9108 (2007/10/03)
The biomimetic synthesis of the bisesquiterpene lactones (±)-biatractylolide 1 and (±)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.
Terpenes and Terpene Derivatives, XIII. - Synthesis of (+/-)-8,9-Dehydroasterolide
Bokel, Heinz-Hermann,Marschall, Helga,Weyerstahl, Peter
, p. 73 - 79 (2007/10/02)
From the ketoester 2 the α,β-unsaturated ketone 9 is prepared via ketalization (--> 3), hydroboration (--> 4), oxidation (--> 6), Wittig reaction (--> 7), hydrolysis (--> 8a), and oxidative decarboxylation. 9 is a useful starting material for the synthesis of 8,9-dehydroasterolide (1) via epoxidation (--> 10), PO olefination (--> 11), hydrolysis (--> 12), and dehydratization.