76015-58-2 Usage
Description
(4aS)-4aα,5,5aα,6,6aα,6b-Hexahydro-3-(hydroxymethyl)-5-methylene-6bβ-methylcyclopropa[2,3]indeno[5,6-b]furan-2(4H)-one, also known as (-)-Podophyllotoxin, is a naturally occurring compound found in plants such as Podophyllum and Linum species. It features a unique cyclopropa[2,3]indeno[5,6-b]furan-2(4H)-one framework that enables it to bind to and inhibit enzymes involved in cell division. This makes it a potent cytotoxic and anti-tumor agent, useful in the development of cancer chemotherapy drugs. Furthermore, (-)-Podophyllotoxin has been investigated for its potential antiviral and antifungal properties.
Uses
Used in Pharmaceutical Industry:
(4aS)-4aα,5,5aα,6,6aα,6b-Hexahydro-3-(hydroxymethyl)-5-methylene-6bβ-methylcyclopropa[2,3]indeno[5,6-b]furan-2(4H)-one is used as a cytotoxic and anti-tumor agent for the development of cancer chemotherapy drugs. Its ability to bind to and inhibit enzymes involved in cell division makes it effective in the treatment of various types of cancer.
Used in Antiviral and Antifungal Applications:
(4aS)-4aα,5,5aα,6,6aα,6b-Hexahydro-3-(hydroxymethyl)-5-methylene-6bβ-methylcyclopropa[2,3]indeno[5,6-b]furan-2(4H)-one is used as a potential antiviral and antifungal agent due to its ability to inhibit the growth and proliferation of viruses and fungi. This makes it a candidate for further research and development in the field of infectious diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 76015-58-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,0,1 and 5 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 76015-58:
(7*7)+(6*6)+(5*0)+(4*1)+(3*5)+(2*5)+(1*8)=122
122 % 10 = 2
So 76015-58-2 is a valid CAS Registry Number.
76015-58-2Relevant articles and documents
Asymmetric total synthesis of onoseriolide, bolivianine, and isobolivianine
Du, Biao,Yuan, Changchun,Yu, Tianzi,Yang, Li,Yang, Yang,Liu, Bo,Qin, Song
, p. 2613 - 2622 (2014/03/21)
In this article, we describe our efforts on the total synthesis of bolivianine (1) and isobolivianine (2), involving the synthesis of onoseriolide (3). The first generation synthesis of bolivianine was completed in 21 steps by following a chiral resolution strategy. Based on the potential biogenetic relationship between bolivianine (1), onoseriolide (3), and β-(E)-ocimene (8), the second generation synthesis of bolivianine was biomimetically achieved from commercially available (+)-verbenone in 14 steps. The improved total synthesis features an unprecedented palladium-catalyzed intramolecular cyclopropanation through an allylic metal carbene, for the construction of the ABC tricyclic system, and a Diels-Alder/intramolecular hetero-Diels-Alder (DA/IMHDA) cascade for installation of the EFG tricyclic skeleton with the correct stereochemistry. Transformation from bolivianine to isobolivianine was facilitated in the presence of acid. The biosynthetic mechanism and the excellent regio- and endo selectivities in the cascade are well supported by theoretical chemistry based on the DFT calculations. From terpenes to terpenes: Two strategies toward the synthesis of bolivianine are described. Based on the modified biogenetic hypothesis, biomimetic total synthesis was evolved and accomplished, involving onoseriolide, bolivianine, and isobolivianine (see figure). Experimental results and DFT calculations support a Diels-Alder/intramolecular hetero-Diels-Alder (DA/IMHDA) cascade leading to bolivianine. In addition, the synthesis features a new Pd-catalyzed intramolecular cyclopropanation. Copyright
