14152-28-4 Usage
Uses
Used in Pharmaceutical Industry:
PROSTAGLANDIN A1 is used as an anti-inflammatory agent for its role as a precursor to other anti-inflammatory prostaglandins. It activates the pro-inflammatory PGD2 receptor CRTH2, which initiates the anti-inflammatory response.
Used in Antiviral Applications:
PROSTAGLANDIN A1 is used as an antiviral agent for its ability to inhibit human immunodeficiency virus type 1 (HIV-1) replication in various cell types.
Used in Hypertension Treatment:
PROSTAGLANDIN A1 is used as a vasodilator for promoting renal vasodilation, increasing urine sodium excretion, and lowering arterial pressure in hypertensive patients.
Used in Oncology:
PROSTAGLANDIN A1 is used as an anti-cancer agent for its growth-inhibitory activity on tumor cells, particularly with an IC50 value of 7.5 μM for the inhibition of human ovarian cancer.
Biochem/physiol Actions
Prostaglandin A1 (PGA1) boosts the expression of human liver-specific cytochrome P450 4F3B (CYP4F3B) and stimulates the synthesis of 20-hydroxy-eicosatetraenoic acids (HETEs). It has an ability to stimulate cell differentiation, ferritin synthesis and heat shock response in human cells. PGA1 exhibits antitumor and antiviral activities. In addition, it also elicits anti-inflammatory effects by activating peroxisome proliferator-activated receptor (PPAR). Elevated levels of PGA1 has been observed in hypertension patients.
Enzyme inhibitor
This eicosanoid (FWfree-acid = 336.47 g/mol; CAS 14152-28-4; Symbol: PGA1) induces apoptosis and stimulates the expression of stress genes. The structure and role of the prostaglandin A1 was investigated by Bergstr?m and Samuelsson, who shared the 1982 Nobel Prize in Physiology or Medicine for their pioneering work on the eicosanoids. Target(s): CYP4F2; DNA topoisomerase II; HIV-1 transcription; 3ahydroxysteroid dehydrogenase, NADP+-dependent; IkB kinase; Mayaro virus replication; stress-induced NF-kB activation; and virus protein biosynthesis, or translation.
References
1) Lee et al. (1972) Renal effects of prostaglandin A1 in patients with essential hypertension; Kidney Int. 1 254
2) Toppozada et al. (1988) Treatment of preeclampsia with prostaglandin A1; Am. J. Obstet. Gynecol. 159 160
3) Rossi et al. (2000) Anti-inflammatory cyclopentenone prostaglandins are direct inhibitors of IkappaB kinase; Nature 403 103
4) Mandal et al. (2005), Yin-yang: balancing act of prostaglandins with opposing functions to regulate inflammation; J. Immunol. 175 6271
5) Carta et al. (2014) Prostaglandin A1 inhibits avian influenza virus replication at a postentry level: Effect on virus protein synthesis and NF-kB activity; Prostaglandins Leukot. Essential Fatty Acids 91 311
6) Tsukimoto et al. (2015) A new role for PGA1 in inhibiting hepatitis C virus-IRES-mediated translation by targeting viral translation factors; Antiviral Res. 117 1
7) Diez-Dacal et al. (2011) Identification of aldo-keto reductase AKR1B10 as a selective target for modification and inhibition by prostaglandin A(1): implications for antitumoral activity; Cancer Res. 71 4161
8) Anta et al. (2016), PGA1-induced apoptosis involves specific activation of H-Ras and N-Ras in cellular endomembranes; Cell Death Dis. 7 e2311
Check Digit Verification of cas no
The CAS Registry Mumber 14152-28-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,1,5 and 2 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 14152-28:
(7*1)+(6*4)+(5*1)+(4*5)+(3*2)+(2*2)+(1*8)=74
74 % 10 = 4
So 14152-28-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1
