147214-63-9 Usage
General Description
Cyclothialidine is a naturally occurring alkaloid compound that is found in a few plant species, including Cyclo-thaea hoveri. It is known for its potential as an anti-cancer agent, with some studies indicating its ability to inhibit the growth of certain cancer cell lines. Cyclothialidine has also shown anti-inflammatory properties and has been investigated for its potential in treating inflammatory conditions such as rheumatoid arthritis. Additionally, research suggests that this compound may have neuroprotective effects, making it a promising candidate for the development of new drugs for neurodegenerative diseases. However, further studies are needed to fully understand its potential applications and mechanisms of action.
Check Digit Verification of cas no
The CAS Registry Mumber 147214-63-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,7,2,1 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 147214-63:
(8*1)+(7*4)+(6*7)+(5*2)+(4*1)+(3*4)+(2*6)+(1*3)=119
119 % 10 = 9
So 147214-63-9 is a valid CAS Registry Number.
InChI:InChI=1/C26H35N5O12S/c1-10-17(34)5-18(35)12-8-44-9-15(22(37)28-11(2)25(40)41)30-21(36)14(7-43-26(42)19(10)12)29-23(38)20-16(33)3-4-31(20)24(39)13(27)6-32/h5,11,13-16,20,32-35H,3-4,6-9,27H2,1-2H3,(H,28,37)(H,29,38)(H,30,36)(H,40,41)/t11-,13?,14-,15-,16+,20-/m0/s1
147214-63-9Relevant articles and documents
184. Total synthesis of cyclothialidine
Goetschi, Erwin,Jenny, Christian-Johannes,Reindl, Peter,Ricklin, Fabienne
, p. 2219 - 2234 (2007/10/03)
A total synthesis of cyclothialidine (1), a new DNA gyrase inhibitor isolated from Streptomyces filipinensis, is described The synthetic concept was tested by preparing the lactone 13 (Scheme 2) which contains the characteristic bicyclic core entity of 1. Key features of the synthesis of 1 are: preparation of 3,5-dihydroxy-2,6-dimethylbenzoic acid (23) from 3,5-dihydroxybenzoic acid (19) by two consecutive Mannich aminomethylation/hydrogenation sequences; benzylic N-bromosuccinimide bromination of an ester derivative 25 thereof and its subsequent coupling with Boc-Ser-Cys-OMe (11); cyclization of the ω-hydroxy acid 29 to the 12-membered lactone 30 using preferably Mitsunobu conditions; completion of the peptidic side chains of 1 using Boc strategy (Scheme 4) Optically pure cis-N-(tert-butoxycarbonyl)-3-hydroxy-L-proline ((-)-14) was obtained by resolution of the racemate via an efficient reaction sequence containing a lipase-catalyzed enantiospecific acetate hydrolysis (Scheme 3). The structure of natural 1 was confirmed by comparison with the synthetic material. The synthetic route described provides also easy access to analogues of 1, e.g., via the intermediate 30.