136978-48-8 Usage
Description
Strongylin A is a sesquiterpenoid compound characterized by its unique structure, featuring a 1,2,3,4,4a,5,6,7,7a,8-decahydrobenzo[d]xanthene core with a hydroxy group at position 12, methyl groups at positions 4, 4, 7, and 7a, and a methoxy group at position 9. It is the 4aS,7S, aR,13aS stereoisomer and is isolated from the marine sponge Strongylophora hartmani. Strongylin A has demonstrated significant activity against the influenza virus, making it a potential candidate for pharmaceutical applications.
Uses
Used in Antiviral Applications:
Strongylin A is used as an antiviral agent for its activity against the influenza virus. It has shown potential in inhibiting the replication and spread of the virus, offering a promising therapeutic approach for the treatment of influenza infections.
Used in Pharmaceutical Research:
In the pharmaceutical industry, strongylin A is used as a research compound for its potential applications in developing new antiviral drugs. Its unique structure and activity against the influenza virus make it an interesting target for further study and drug development efforts.
Used in Marine Natural Products:
Strongylin A is also used in the field of marine natural products, where it serves as an example of the diverse and bioactive compounds that can be derived from marine organisms. Its discovery and characterization contribute to the understanding of the chemical diversity found in marine sponges and other marine life, potentially leading to the identification of new bioactive compounds with pharmaceutical potential.
Check Digit Verification of cas no
The CAS Registry Mumber 136978-48-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,9,7 and 8 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 136978-48:
(8*1)+(7*3)+(6*6)+(5*9)+(4*7)+(3*8)+(2*4)+(1*8)=178
178 % 10 = 8
So 136978-48-8 is a valid CAS Registry Number.
InChI:InChI=1/C22H32O3/c1-14-7-10-18-20(2,3)11-6-12-22(18)21(14,4)13-15-17(24-5)9-8-16(23)19(15)25-22/h8-9,14,18,23H,6-7,10-13H2,1-5H3/t14-,18-,21+,22?/m0/s1
136978-48-8Relevant articles and documents
Total synthesis of (+)-strongylin A, a rearranged sesquiterpenoid hydroquinone from a marine sponge
Kamishima, Takaaki,Kikuchi, Takuya,Katoh, Tadashi
, p. 4558 - 4563 (2013)
A biologically attractive and structurally unique marine natural product, (+)-strongylin A (1), was synthesized for the first time by starting from a known trans-decalone derivative (19 % overall yield in 11 steps). The synthetic method involved the following key steps: (i) stereocontrolled hydrogenation of an exo-olefinic decalin to install the C8 stereogenic centre present in the required decalin segment; (ii) coupling of the decalin segment with an aromatic moiety to assemble the desired carbon skeleton; and (iii) sequential BF 3·Et2O-induced dehydroxylation/rearrangement/ cyclization of a decalin tertiary alcohol to directly produce target compound 1. This total synthesis has established the absolute configuration of the natural product. (+)-Strongylin A has been synthesized for the first time by starting from (+)-5-methyl-Wieland-Miescher ketone (16 % overall yield in 14 steps). The characteristic tetracyclic core structure was constructed in a domino dehydroxylation/rearrangement/cyclization reaction. Copyright
