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Aciculitin

Aciculitins A-C

Aciculitins are antifungal cyclic peptides isolated from a marine sponge. There are 3 Aciculitins that are isolated from the Lithistid sponge Aciculites orientalis that differ by their homologous lipid residues.[1]

Aciculitin D is a similar cyclic peptide to Aciculitin A-C. It was isolated from Poecillastra sp. marine sponge that is collected from the deep sea.[2] Based on its molecular formula, Aciculitin D is the most similar to Aciculitin B structure wise since they only differ in one amino acid substitution.[2] The structure of Aciculitin B contains one extra glutamine while the structure of Aciculitin D has one extra L-Threonine. Although the two cyclic peptides contain slightly different amino acids, they still have the same overall charge because both glutamine and L-Threonine are considered neutral amino acids.

Cytotoxicity

Aciculitin A-C exhibits cytotoxicity against human colon tumor cell line HCT-116 with IC50 value of 0.5 μg/mL.[1]

Aciculitin D exhibits cytotoxicity against human colon tumor cell line HCT-116 with IC50 value of 0.51 μM.[2] Aciculitin D also exhibits cytotoxicity against HeLa, human cervical cells with IC50 value of 0.57 μM.[2]

Further reading

  • Otero-Gonzáiez, Anselmo Jesus; Magalhães, Beatriz Simas; Garcia-Villarino, Monica; López-Abarrategui, Carlos; Sousa, Daniel Amaro; Dias, Simoni Campos; Franco, Octávio Luiz (May 2010). "Antimicrobial peptides from marine invertebrates as a new frontier for microbial infection control". The FASEB Journal. 24 (5): 1320–1334. doi:10.1096/fj.09-143388. PMID 20065108. S2CID 23976702.

References

  1. ^ a b Bewley, Carole A; He, Haiyin; Williams, David H; Faulkner, John (8 May 1996). "Aciculitins A−C: Cytotoxic and Antifungal Cyclic Peptides from the Lithistid Sponge Aciculites orientalis". Journal of the American Chemical Society. 118 (18): 4314–4321. doi:10.1021/ja953628w.
  2. ^ a b c d Sugawara, Kenji; Kanki, Daichi; Watanabe, Ryuichi; Matsushima, Ryoji; Ise, Yuji; Yokose, Hisayoshi; Morii, Yasuhiro; Yamawaki, Nobuhiro; Ninomiya, Akihiro; Okada, Shigeru; Matsunaga, Shigeki (July 2022). "Aciculitin D, a cytotoxic heterodetic cyclic peptide from a Poecillastra sp. marine sponge". Tetrahedron. 119 132859. doi:10.1016/j.tet.2022.132859. S2CID 249353432.

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