Chemistry:Aciculitin
thumb|Aciculitins A-C|400x400px
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.
References
- ↑ 1.0 1.1 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.
- ↑ 2.0 2.1 2.2 2.3 Sugawara, Kenji; Kanki, Daichi; Watanabe, Ryuichi; Matsushima, Ryoji; Ise, Yuji; Yokose, Hisayoshi; Morii, Yasuhiro; Yamawaki, Nobuhiro et al. (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.
 |  |
