Ramírez-Pelayo Cesar, Martínez-Quiñones Janio, Gil Jesús, Durango Diego
Universidad Nacional de Colombia-Sede Medellín. Facultad de Ciencias, Escuela de Química, Carrera 65 No. 59a-110, Medellín, Colombia.
Universidad Nacional de Colombia-Sede Medellín. Facultad de Ciencias Agrarias, Departamento de Ingeniería Agrícola y Alimentos, Carrera 65 No. 59a-110, Medellín, Colombia.
Heliyon. 2019 Jun 15;5(6):e01937. doi: 10.1016/j.heliyon.2019.e01937. eCollection 2019 Jun.
The present work analyses the chromatographic profile of the peels from fruits of different citrus cultivated in Colombia: sweet orange ( [L.] Osbeck var. Valencia), mandarins ( L. var. Arrayana and Oneco), Key lime ( [Christ.] Swingle var. Pajarito), Mandarine lime (, a hybrid between and ) and Tahitian lime ( Tanaka, Persian lime). Coumarins, furanocoumarins and polymethoxylated flavones are the major compounds. Then, six coumarins were isolated and identified from fruits of Tahitian and Key lime corresponding to 5-geranyloxy-7-methoxycoumarin; 5,7-dimethoxycoumarin (. limettin); 5,8-dimethoxypsoralen ( isopimpinellin); 5-methoxypsoralen (. bergaptene); 5-geranoxypsoralen ( bergamottin) and 5-(2,3-dihydroxy-3-methylbutoxy) psoralen ( oxypeucedanin hydrate). Coumarins and furanocoumarins were quantified by liquid chromatography (HPLC-DAD). Results show that the prenylated compounds were present in high concentrations in Tahitian and Key lime but in very low amounts in mandarins and sweet orange. Subsequently, the antifungal activity (inhibition of mycelial growth and germination of spores) of the coumarins against the fungus causing the anthracnose, sp. (isolated from aerial parts of Tahitian lime) was determined. The compounds limettin and bergaptene, as well as mixtures of them, showed significant inhibitory effect (radial growth and spore germination) when compared to the control. Finally, the effect of some recognized elicitors to induce the coumarin production in fruits of was evaluated. The results showed that the chemical profiles are dependent on the applied elicitor and the post-induction time. As a result of the induction, a high concentration of some coumarins and furanocoumarins was maintained in the course of time for the Tahitian lime. In conclusion, isolated coumarins could be involved in the defense mechanisms of , and and their accumulation may be modulated by the application of elicitors.
甜橙([L.]奥贝克瓦伦西亚变种)、柑橘(L.阿雷亚纳变种和奥内科变种)、墨西哥莱檬([克里斯蒂]斯温格尔帕哈里托变种)、曼达林酸橙(,和的杂交种)和塔希提酸橙(田中,波斯酸橙)。香豆素、呋喃香豆素和多甲氧基黄酮是主要化合物。然后,从塔希提酸橙和墨西哥莱檬的果实中分离并鉴定出六种香豆素,分别对应5-香叶氧基-7-甲氧基香豆素;5,7-二甲氧基香豆素(。柠檬素);5,8-二甲氧基补骨脂素(异茴芹素);5-甲氧基补骨脂素(。佛手柑内酯);5-香叶氧基补骨脂素(香柑内酯)和5-(2,3-二羟基-3-甲基丁氧基)补骨脂素(氧化前胡素水合物)。香豆素和呋喃香豆素通过液相色谱法(HPLC-DAD)进行定量。结果表明,异戊烯基化化合物在塔希提酸橙和墨西哥莱檬中含量很高,但在柑橘和甜橙中含量极低。随后,测定了香豆素对引起炭疽病的真菌(从塔希提酸橙地上部分分离)的抗真菌活性(抑制菌丝生长和孢子萌发)。与对照相比,柠檬素和佛手柑内酯及其混合物对真菌的径向生长和孢子萌发均表现出显著的抑制作用。最后,评估了一些公认的诱导剂对塔希提酸橙果实中香豆素产生的影响。结果表明,化学特征取决于所施用的诱导剂和诱导后的时间。诱导后,塔希提酸橙在一段时间内维持了一些香豆素和呋喃香豆素的高浓度。总之,分离出的香豆素可能参与了塔希提酸橙、墨西哥莱檬和柑橘的防御机制,其积累可能通过施用诱导剂来调节。