da Silva Negreiros Neto Themístocles, Gardner Dale, Hallwass Fernando, Leite Ana Jéssica Matias, de Almeida Camila Guimarães, Silva Laura Nunes, de Araújo Roque Alan, de Bitencourt Fernanda Gobbi, Barbosa Euzébio Guimarães, Tasca Tiana, Macedo Alexandre José, de Almeida Mauro Vieira, Giordani Raquel Brandt
Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, Gustavo Cordeiro de Faria, SN, CEP 59010-180, Natal, RN, Brazil.
USDA, ARS, Poisonous Plant Research Laboratory, 1150 East 1400 North, Logan, UT 84341, USA.
Biomed Pharmacother. 2016 Oct;83:323-329. doi: 10.1016/j.biopha.2016.06.033. Epub 2016 Jul 9.
Crotalaria genus belongs to the subfamily Papilionoideae comprising about 600 species spread throughout tropical, neotropical and subtropical regions. In this study, seeds of Crolatalaria pallida were used to the isolation of usaramine, a pyrrolizidine alkaloid. Thus, Pseudomonas aeruginosa and Staphylococcus epidermidis were utilized as strains to test some activities of this alkaloid, such as antibiofilm and antibacterial. Meanwhile, monocrotaline obtained from Crotalaria retusa seeds, was used as the starting material for synthesis of necine base derivatives with anti-Trichomonas vaginalis potential. Alkaloids were characterized by 1D and 2D NMR techniques and GC-MS analysis. Usaramine demonstrated a highlighted antibiofilm activity against S. epidermidis by reducing more than 50% of biofilm formation without killing the bacteria, thus it could be assumed as a prototype for the development of new antibiofilm molecules for pharmaceutical and industrial purposes. Monocrotaline activity against T. vaginalis was evaluated and results indicated inhibition of 80% on parasite growth at 1mg/mL, in addition, neither cytotoxicity against vaginal epithelial cells nor hemolytic activity were observed. On the other hand, retronecine showed no anti-T. vaginalis activity while azido-retronecine was more active than monocrotaline killing 85% of the parasites at 1mg/mL. In conclusion, pyrrolizidine alkaloids are suggested as promising prototypes for new drugs especially for topical use.
猪屎豆属属于蝶形花亚科,约有600个物种,分布于热带、新热带和亚热带地区。在本研究中,使用苍白猪屎豆的种子来分离一种吡咯里西啶生物碱——乌沙胺。因此,铜绿假单胞菌和表皮葡萄球菌被用作测试该生物碱某些活性的菌株,如抗生物膜和抗菌活性。同时,从猪屎豆种子中获得的野百合碱被用作合成具有抗阴道毛滴虫潜力的 necine 碱衍生物的起始原料。生物碱通过一维和二维核磁共振技术以及气相色谱 - 质谱分析进行表征。乌沙胺对表皮葡萄球菌表现出显著的抗生物膜活性,可减少超过50%的生物膜形成且不杀死细菌,因此可被视为开发用于制药和工业目的新抗生物膜分子的原型。评估了野百合碱对阴道毛滴虫的活性,结果表明在1mg/mL时对寄生虫生长的抑制率为80%,此外,未观察到对阴道上皮细胞的细胞毒性和溶血活性。另一方面,倒千里光碱没有抗阴道毛滴虫活性,而叠氮基倒千里光碱比野百合碱更具活性,在1mg/mL时可杀死85%的寄生虫。总之,吡咯里西啶生物碱被认为是新药尤其是局部用药新药的有前景的原型。