Title: Eledoisin
CAS Registry Number: 69-25-0
Molecular Formula: C54H85N13O15S
Molecular Weight: 1188.40
Percent Composition: C 54.58%, H 7.21%, N 15.32%, O 20.19%, S 2.70%
Literature References: A hendecapeptide from the posterior salivary glands of eledone spp (small octopus spp): Anastasi, Erspamer,
Br. J. Pharmacol. 19, 326 (1962);
eidem, Experientia 18, 58 (1962). Synthesis: Sandrin, Boissonnas,
ibid. 59;
eidem, Helv. Chim. Acta 47, 1294 (1964); Lubke
et al., Ann. 679, 195 (1964);
GB 984810 (1965 to Farmitalia); solid-phase synthesis: P. G. Pietta
et al., J. Org. Chem. 39, 44 (1974). Its physiologic action resembles that of the other tachykinins, substance P and physalaemin,
q.q.v. Stimulates extravascular smooth muscle, acts as a potent vasodilator and hypotensive agent; in certain species causes salivation, and increases capillary permeability. Pharmacology: Erspamer, Erspamer,
Br. J. Pharmacol. 19, 337 (1962); Sicuteri
et al., Experientia 19, 44 (1963); G. Bertaccini,
Pharmacol. Rev. 28, 127 (1976).
Review: Erd?s,
Adv. Pharmacol. 4, 64-72 (1966).
Derivative Type: Sesquihydrate
Properties: Powder, dec 230°. [a]D22 -44° (c = 1 in 95% acetic acid). Slowly loses activity when incubated in blood.
Optical Rotation: [a]D22 -44° (c = 1 in 95% acetic acid)
Derivative Type: Trifluoroacetate
CAS Registry Number: 10129-92-7
Trademarks: Eloisin (Farmitalia)
Molecular Formula: C54H85N13O15S.C2HF3O2
Molecular Weight: 1302.42
Percent Composition: C 51.64%, H 6.66%, N 13.98%, O 20.88%, S 2.46%, F 4.38%
Therap-Cat: Hypotensive; stimulator of lacrimal secretion.
Keywords: Vasodilator (Peripheral).
