Identification of Compounds of Crocus sativus by GC-MS and HPLC/UV-ESI-MS and Evaluation of Their Antioxidant, Antimicrobial, Anticoagulant, and Antidiabetic Properties

被引:8
作者
Drioiche, Aziz [1 ,2 ]
Ailli, Atika [1 ]
Handaq, Nadia [1 ,3 ]
Remok, Firdaous [1 ]
Elouardi, Mohamed [1 ]
Elouadni, Hajar [1 ]
Al Kamaly, Omkulthom [4 ]
Saleh, Asmaa [4 ]
Bouhrim, Mohamed [5 ]
Elazzouzi, Hanane [1 ]
El Makhoukhi, Fadoua [1 ]
Zair, Touriya [1 ]
机构
[1] Moulay Ismail Univ, Fac Sci, Lab Innovat Mat & Biotechnol Nat Resources, Res Team Chem Bioact Mol & Environm, BP 11201 Zitoune, Meknes 50070, Morocco
[2] Mohamed V Hosp, Med Microbiol Lab, Meknes 50000, Morocco
[3] Abdelmalek Essaadi Univ, Higher Normal Sch, Lab Environm Biol & Sustainable Dev, Res Team Enhancement & Protect Plants, Tetouan 93000, Morocco
[4] Princess Nourah Bint Abdulrahman Univ, Coll Pharm, Dept Pharmaceut Sci, POB 84428, Riyadh 11671, Saudi Arabia
[5] Univ Sultan Moulay Slimane, Fac Sci & Technol Beni Mellal, Lab Biol Engn, Team Funct & Pathol Biol, Beni Mellal 23000, Morocco
关键词
Crocus sativus L; phorone; crocins; picrocrocin; safranal; DPPH; FRAP; total antioxidant capacity; antimicrobial activity; anticoagulant activity; antidiabetic activity; PERFORMANCE LIQUID-CHROMATOGRAPHY; PHENOLIC-COMPOUNDS; MEDICINAL-PLANTS; ESSENTIAL OILS; ALPHA-AMYLASE; L; SAFFRON; EXTRACTS;
D O I
10.3390/ph16040545
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In order to valorize the species Crocus sativus from Morocco and to prepare new products with high added value that can be used in the food and pharmaceutical industry, our interest was focused on the phytochemical characterization and the biological and pharmacological properties of the stigmas of this plant. For this purpose, the essential oil of this species, extracted by hydrodistillation and then analyzed by GC-MS, revealed a predominance of phorone (12.90%); (R)-(-)-2,2-dimethyl-1,3-dioxolane-4-methanol (11.65%); isopropyl palmitate (9.68%); dihydro-beta-ionone (8.62%); safranal (6.39%); trans-beta-ionone (4.81%); 4-keto-isophorone (4.72%); and 1-eicosanol (4.55%) as the major compounds. The extraction of phenolic compounds was performed by decoction and Soxhlet extraction. The results of the determination of flavonoids, total polyphenols, condensed tannins, and hydrolyzable tannins determined by spectrophotometric methods on aqueous and organic extracts have proved the richness of Crocus sativus in phenolic compounds. Chromatographic analysis by HPLC/UV-ESI-MS of Crocus sativus extracts revealed the presence of crocin, picrocrocin, crocetin, and safranal molecules specific to this species. The study of antioxidant activity by three methods (DPPH, FRAP, and total antioxidant capacity) has proved that C. sativus is a potential source of natural antioxidants. Antimicrobial activity of the aqueous extract (E-0) was investigated by microdilution on a microplate. The results have revealed the efficacy of the aqueous extract against Acinetobacter baumannii and Shigella sp. with MIC <= 600 mu g/mL and against Aspergillus niger, Candida kyfer, and Candida parapsilosis with MIC = 2500 mu g/mL. Measurements of pro-thrombin time (PT) and activated partial thromboplastin time (aPTT) in citrated plasma obtained from routine healthy blood donors were used to determine the anticoagulant activity of aqueous extract (E-0). The anticoagulant activity of the extract (E-0) studied showed that this extract can significantly prolong the partial thromboplastin time (p < 0.001) with a 359 mu g/mL concentration. The antihyperglycemic effect of aqueous extract was studied in albino Wistar rats. The aqueous extract (E-0) showed strong in vitro inhibitory activity of alpha-amylase and alpha-glucosidase compared with acarbose. Thus, it very significantly inhibited postprandial hyperglycemia in albino Wistar rats. According to the demonstrated results, we can affirm the richness of Crocus sativus stigmas in bioactive molecules and its use in traditional medicine.
引用
收藏
页数:28
相关论文
共 50 条
[21]   HPLC and GC-MS analyses of phytochemicals from Ficus carica leaf extract and essential oil along with their antimicrobial properties [J].
Lackner, Maximilian ;
Salem, Abdelfattah Z. M. ;
Salem, Mohamed Z. M. ;
Mohamed, Abeer A. ;
Ponce-Covarrubias, Jose Luis ;
Selim, Shady .
JOURNAL OF AGRICULTURE AND FOOD RESEARCH, 2025, 19
[22]   Characterization of Aroma-Active Compounds, Phenolics, and Antioxidant Properties in Fresh and Fermented Capers (Capparis spinosa) by GC-MS-Olfactometry and LC-DAD-ESI-MS/MS [J].
Sonmezdag, Ahmet Salih ;
Kelebek, Hasim ;
Selli, Serkan .
JOURNAL OF FOOD SCIENCE, 2019, 84 (09) :2449-2457
[23]   The application of GC-MS combined with chemometrics for the identification of antimicrobial compounds from selected commercial essential oils [J].
Maree, Joanet ;
Kamatou, Guy ;
Gibbons, Simon ;
Viljoen, Alvaro ;
Van Vuuren, Sandy .
CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 2014, 130 :172-181
[24]   Phytochemical studies, antioxidant activities and identification of active compounds using GC-MS of Dryopteris cochleata leaves [J].
Kathirvel, Arumugam ;
Sujatha, Venugopal .
ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 :S1435-S1442
[25]   Evaluation of antimicrobial activity of Streptomyces pactum isolated from paddy soils and identification of bioactive volatile compounds by GC-MS analysis [J].
Mirsonbol, Seyedeh Zahra ;
Issazadeh, Khosro ;
Zarrabi, Saeid ;
Mirpour, Mirsasan .
WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY, 2023, 39 (02)
[26]   Antioxidant and antiglycation activities of traditional plants and identification of bioactive compounds from extracts ofHordeum vulgareby LC-MS and GC-MS [J].
Asif, Awais ;
Zeeshan, Nadia ;
Mehmood, Sajid .
JOURNAL OF FOOD BIOCHEMISTRY, 2020, 44 (09)
[27]   Total polyphenolic compounds, total flavonoids, GC-MS analysis of volatile constituents, evaluation of antioxidant and antimicrobial activities of Prunus dulcis nuts [J].
Qureshi, Muhammad Nasimullah ;
Numonov, Sodik ;
Aisa, Haji Akber .
PAKISTAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2019, 32 (04) :1461-1466
[28]   HPLC-UV-ESI-MS analysis of phenolic compounds and antioxidant properties of Hypericum undulatum shoot cultures and wild-growing plants [J].
Rainha, Nuno ;
Koci, Kamila ;
Coelho, Ana Varela ;
Lima, Elisabete ;
Baptista, Jose ;
Fernandes-Ferreira, Manuel .
PHYTOCHEMISTRY, 2013, 86 :83-91
[29]   Crocetin esters, picrocrocin and its related compounds present in Crocus sativus stigmas and Gardenia jasminoides fruits.: Tentative identification of seven new compounds by LC-ESI-MS [J].
Carmona, M ;
Zalacain, A ;
Sánchez, AM ;
Novella, JL ;
Alonso, GL .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (03) :973-979
[30]   GC-MS analysis of cuticular waxes and evaluation of antioxidant and antimicrobial activity of Chaenomeles cathayensis and Ch. x californica fruits [J].
Lykholat, Y., V ;
Khromykh, N. O. ;
Didur, O. O. ;
Sklyar, T., V ;
Holubieva, T. A. ;
Lykholat, T. Y. ;
Lavrentieva, K., V ;
Liashenko, O., V .
REGULATORY MECHANISMS IN BIOSYSTEMS, 2021, 12 (04) :718-723