Unit:
Κατεύθυνση Απομόνωση, Ανάπτυξη, Παραγωγή και Έλεγχος Βιοδραστικών Φυσικών ΠροϊόντωνLibrary of the School of Science
Supervisors info:
Χήνου Ιωάννα, Καθηγήτρια, τμήμα Φαρμακευτικής, ΕΚΠΑ
Σκαλτσά Ελένη, Καθηγήτρια, τμήμα Φαρμακευτικής, ΕΚΠΑ
Καρίκας Αλβέρτος-Γεώργιος, Αναπληρωτής καθηγητής, τμήμα Ιατρικών Εργαστηρίων,ΤΕΙ Αθήνας
Original Title:
Φυτοχημική μελέτη (απομόνωση και καθορισμός χημικής δομής) σε επιλεγμένα φυτά του τροπικού γένους Cordia L. (οικ. Βoraginaceae) Cordia bicolor A.DC Cordia megalantha S.F.Blake Cordia dentata Poir Cordia linnaei Stearn
Translated title:
Phytochemical study (isolation and chemical structure determination) on selected plants of the tropical genus Cordia L. (family Boraginaceae) Cordia bicolor A.DC Cordia megalantha S.F.Blake Cordia dentata Poir Cordia linnaei Stearn
Summary:
The subject of the present diploma thesis is the phytochemical study of four tropical Cordia species (Boraginaceae) from Panama which were studied phytochemically for the first time. Cordia bicolor A.DC ex DC, Cordia megalantha S.F. Blake, Cordia dentata Poir. and Cordia linnaei Stearn, in order to isolate and determine the chemical structure of their constituents.
The theoretical part of this study focuses on a literature review of the traditional uses of the Cordia plants in medicine and their biological activities. It also refers to the secondary metabolites that have been isolated and identified from species of the genus, their chemical structure and specific biological properties.
In the experimental part of present thesis the methanolic extract of leaves from Cordia bicolor and C. megalantha, the dicholomethane and methanolic extract from C.dentata as well as the dicholomethane extract from C. linnaei were subjected to chromatographic separations and spectroscopic analysis in order to afford 16 secondary metabolites.
From the methanolic extract of Cordia bicolor 10 chemical constituents were isolated. Amongst them allantoin (1), rosmarinic acid (2), caffeic acid (3), hydroxy propanoic acid (4), quercetin 3-O- β-D- glucoside (5) and quercetin 3-Ο-(6’’-O-α-L- rhamnosyl)-β- D- glucopyranoside (6) were reported from the species for the first time. The flavonoids quercetin-3-Ο- (2’’ rhamnosyl)-β-D- glucoside (7) and kaempferol-3-Ο- (2’’ rhamnosyl)-β-D- glucoside (8) were isolated for the first time from the genus while it is the first mention of the flavonoids quercetin 3-O- (6’’ trans- p- coumaroyl) -β-D-glucopyranoside (9) and kaempferol 3-O- (2’’-O-α-L- rhamnosyl- 6’’ trans- p- coumaroyl)-β-D- glucoside (10) in the Cordia genus and whole Boraginaceae family.
The methanolic extract of C. megalantha yielded for the first time in the species rosmarinic acid (2) and the flavonoid quercetin 3-O- (6’’ trans- p- coumaroyl) β- D-galactopyranoside (11) which is novel within Cordia genus and the Boraginaceae family as a whole.
Quercetin 3-Ο-(6’’-O-α-L- rhamnosyl)-β- D- glucopyranoside (6), rosmarinic acid (2), caffeic acid (3) and 4 –hydroxyphenyl lactic acid (12) were isolated from the methanolic extract of C. dentata. The processing of plant’s dichloromethane extract lead to the isolation of phytosterols β- sitosterol(13) and sitostenone (14) . Moreover, the dichloromethane extract of C. Linnaei afforded the phenolic acid p- coumaric acid (16) a mixture of the flavonoid kaemferol (15) .
Furthermore, the total phenolic content of the methanolic extracts of the four plants was determined according to the Folin-Ciocalteau method. The results showed that all species contain a considerable amount of phenols, but the highest content of total phenolic compounts was detected in the leaves of C.dentata.
Finally, a qualitative screening test for unsaturated pyrrolizidine alkaloids (PAs) and their N-oxides took place for ten species of Boraginaceae family :Cordia alliodora (roots), C. bicolor (leaves), C.collococca (leaves), C. dentata (leaves), C. linnaei (leaves), C. megalantha (leaves), C. panamensis (leaves), Heliotropium indicum (aerial part), H. Procumbens (aerial part) and Tournefortia angustiflora (leaves). The results of the method led to the detection of PAs N- oxides to Heliotropium indicum .
Main subject category:
Pharmacy
Keywords:
Boraginaceae, Cordia bicolor, Cordia megalantha, Cordia linnaei, Cordia dentata, flavonoids, phenolic acids, NMR
Number of references:
216
