77392-58-6 Usage
Description
Paraherquamide A is a mycotoxin anthelmintic originally isolated from P. paraherquei. It binds to acetylcholine receptors (IC50 = 0.5 nM for head homogenates of M. domestica) and acts as an antagonist. Paraherquamide A is toxic to C. elegans (LD50 = 2.5 μg/ml) and effective against T. colubriformis infection in gerbils when used at doses ranging from 0.39 to 200 mg/kg. It is toxic to mice (LD50 = 14.9 mg/kg).
Uses
Different sources of media describe the Uses of 77392-58-6 differently. You can refer to the following data:
1. Paraherquamide A was first reported as a mycotoxin related to the indole tremorgenic mycotoxins. Subsequent research identified a potent, non-toxic paralysis of nematodes which led to the metabolite's development as a candidate anthelmintic. Paraherquamide A is a selective, competitive, cholinergic antagonist that distinguishes subtypes of cholinergic receptors.
2. Paraherquamide A is a selective, competitive, cholinergic antagonist.
Check Digit Verification of cas no
The CAS Registry Mumber 77392-58-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,3,9 and 2 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 77392-58:
(7*7)+(6*7)+(5*3)+(4*9)+(3*2)+(2*5)+(1*8)=166
166 % 10 = 6
So 77392-58-6 is a valid CAS Registry Number.
77392-58-6Relevant articles and documents
Asymmetric, stereocontrolled total synthesis of paraherquamide A
Williams, Robert M.,Cao, Jeffrey,Tsujishima, Hidekazu
, p. 2540 - 2544 (2000)
Paraherquamide A (1), a potent anthelmintic agent, isolated from various Penicillium species with activity against ivermectin-resistant intestinal parasites, has been synthesized. The synthesis of a key intermediate, the α-isoprenylated, β-substituted hydroxyproline derivative, exploited a highly diastereoselective intramolecular S(N)2' cyclization as a key step. This procedure is the first asymmetric, stereocontrolled, total synthesis of 1.
Conversion of marcfortine A to paraherquamide A via paraherquamide B. The first formal synthesis of paraherquamide A
Lee, Byung H.,Clothier, Michael F.
, p. 1795 - 1798 (2007/10/03)
The paraherquamides and marcfortines represent a novel class of anthelmintics. The sole structural difference between paraherquamide A and marcfortine A occurs in ring G. We synthesized paraherquamide B from marcfortine A in six steps. Paraherquamide A was then prepared from paraherquamide B in seven steps. This represents the first formal synthesis of paraherquamide A.
