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Pharmacognostical studies on balanites aegyptiaca del. (Zygophyllaceae) and fraxinus angustifolia Vahl (Oleaceae)

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  1. Tez No: 25260
  2. Yazar: MOHAMMED HOSNY
  3. Danışmanlar: PROF. DR. İHSAN ÇALIŞ
  4. Tez Türü: Doktora
  5. Konular: Eczacılık ve Farmakoloji, Pharmacy and Pharmacology
  6. Anahtar Kelimeler: Belirtilmemiş.
  7. Yıl: 1992
  8. Dil: İngilizce
  9. Üniversite: Hacettepe Üniversitesi
  10. Enstitü: Sağlık Bilimleri Enstitüsü
  11. Ana Bilim Dalı: Belirtilmemiş.
  12. Bilim Dalı: Belirtilmemiş.
  13. Sayfa Sayısı: 300

Özet

SUMMARY Balanites aegyptiaca Del. is an evergreen spiny tree belonging to the family Zygophyllaceae occurring naturally in the drier areas of Egypt, Eritrea, East and West Africa, Burma and India. It has a bitter sweet flavour particularly bitter when unripe, with strong smelling taste. The plant enjoys some reputation as a folk medicine. Preliminary phytochemical investigation of Balanites aegyptiaca grown in Egypt revealed the presence of saponins in all organs investigated. The present study deals with the phytochemical study of the saponin content of the fruit mesocarp as well as the biological evaluation of the title plant with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the occurence of a new example of a furosta- nol bisglycoside (BAL-1A) which has not been reported from a natural source previously and its structure was determined as 26-Op>-D-glucopyranosyl-3p\ 22, 26-trihydroxyfurost-5-ene-3-0-a-L-rhamnopyranosyl-(1->2)-p-D-glucopyranosyl- (1-> 4)-p-D-glucopyranoside, for which the name Balanitoside is suggested. This study represents, moreover the first instance of the detection of a new spi- rostanol sapogenin, 6-Methyldiosgenin (BAL-3). In addition, a known spiros- tanol saponin glycoside Balanitin-3, yamogenin 3-0-cc-L-rhamnopyranosyl-(1- > 2)-p-D-glucopyranosyl-(1->4)-p-D-glucopyranoside (BAL-2) was also isolated and identified. The structure of the new compounds and the identity of the known compound have been determined by chemical transformation and interpretation of their spectral data (IR, 1H-, 13C-NMR, 2D-NMR, El- and FAB-mass). One of the interesting points of this study is investigation of the biological activi ties. For this reason, the purified extracts as well as the isolated compounds of the fruit mesocarp of Balanites aegyptiaca were prepared and tested for: A. Toxicological Studies: The toxicological effects of both aqueous and alco holic extracts were studied and revealed that these extracts had no toxic effect 252even when injected subcutaneously in doses up to 20 g/kg body vveight. B.Molluscicidal, Miracidicidal and Cercaricidal Activities: The different extracts and isolated püre saponins shovved significant molluscicidai activity on the snails Biomphalaria alexandrina and Bulinus truncatus in addition to their miracidicidal and cercaricidal activities. Balanitin-3 (BAL-2) has the more toxic effect on the snails as well as its mira¬ cidicidal and cercaricidal activities than the other isolated compounds, Balanit- oside and 6-Methyldiosgenin. This revealed t h at the spirostanol saponin is more potent than the furostanol saponin and spirostan sapogenol. C.Hypoglycemic Activity: Among the blood glucose lovvering effect, Bala- nites aegyptiaca was found to be more potent and led to lovver glucose levels at the basal time even when compared to standart insulin-treated non-diabetic rats and streptozotocin-induced diabetic rats, and postulated that the hypoglycemic activity of Balanites aegyptiaca was due to pancreatic (3-cell stimulation. On the other hand, Balanitoside (BAL-1A) did not show any effect on the blood sugar levels, but caused slow hyperglycemia. Fraxinus angustifolia Vahi. is an evergreen tree belonging to the family Olea- ceae.mostly native in North temperate zone.The name Fraxinus is from the Greek word, meaning to“fence”. The plant enjoys some reputation in certain me- dicinal properties since many years. The present study deals with phytochemical screening of the different constitu- ents of the leaves part of this plant,in addition to the biological evalution with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the follovving constituents: A. Secoiridoids: in addition to two knovvn secoiridoids, Ligstroside (FAO-8) and Oleuropein (FAO-2) seven new secoiridoids have been isolated and the structures were elucidated. These secoiridoids classified into three groups: 253SUMMARY Balanites aegyptiaca Del. is an evergreen spiny tree belonging to the family Zygophyllaceae occurring naturally in the drier areas of Egypt, Eritrea, East and West Africa, Burma and India. It has a bitter sweet flavour particularly bitter when unripe, with strong smelling taste. The plant enjoys some reputation as a folk medicine. Preliminary phytochemical investigation of Balanites aegyptiaca grown in Egypt revealed the presence of saponins in all organs investigated. The present study deals with the phytochemical study of the saponin content of the fruit mesocarp as well as the biological evaluation of the title plant with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the occurence of a new example of a furosta- nol bisglycoside (BAL-1A) which has not been reported from a natural source previously and its structure was determined as 26-Op>-D-glucopyranosyl-3p\ 22, 26-trihydroxyfurost-5-ene-3-0-a-L-rhamnopyranosyl-(1->2)-p-D-glucopyranosyl- (1-> 4)-p-D-glucopyranoside, for which the name Balanitoside is suggested. This study represents, moreover the first instance of the detection of a new spi- rostanol sapogenin, 6-Methyldiosgenin (BAL-3). In addition, a known spiros- tanol saponin glycoside Balanitin-3, yamogenin 3-0-cc-L-rhamnopyranosyl-(1- > 2)-p-D-glucopyranosyl-(1->4)-p-D-glucopyranoside (BAL-2) was also isolated and identified. The structure of the new compounds and the identity of the known compound have been determined by chemical transformation and interpretation of their spectral data (IR, 1H-, 13C-NMR, 2D-NMR, El- and FAB-mass). One of the interesting points of this study is investigation of the biological activi ties. For this reason, the purified extracts as well as the isolated compounds of the fruit mesocarp of Balanites aegyptiaca were prepared and tested for: A. Toxicological Studies: The toxicological effects of both aqueous and alco holic extracts were studied and revealed that these extracts had no toxic effect 252even when injected subcutaneously in doses up to 20 g/kg body vveight. B.Molluscicidal, Miracidicidal and Cercaricidal Activities: The different extracts and isolated püre saponins shovved significant molluscicidai activity on the snails Biomphalaria alexandrina and Bulinus truncatus in addition to their miracidicidal and cercaricidal activities. Balanitin-3 (BAL-2) has the more toxic effect on the snails as well as its mira¬ cidicidal and cercaricidal activities than the other isolated compounds, Balanit- oside and 6-Methyldiosgenin. This revealed t h at the spirostanol saponin is more potent than the furostanol saponin and spirostan sapogenol. C.Hypoglycemic Activity: Among the blood glucose lovvering effect, Bala- nites aegyptiaca was found to be more potent and led to lovver glucose levels at the basal time even when compared to standart insulin-treated non-diabetic rats and streptozotocin-induced diabetic rats, and postulated that the hypoglycemic activity of Balanites aegyptiaca was due to pancreatic (3-cell stimulation. On the other hand, Balanitoside (BAL-1A) did not show any effect on the blood sugar levels, but caused slow hyperglycemia. Fraxinus angustifolia Vahi. is an evergreen tree belonging to the family Olea- ceae.mostly native in North temperate zone.The name Fraxinus is from the Greek word, meaning to“fence”. The plant enjoys some reputation in certain me- dicinal properties since many years. The present study deals with phytochemical screening of the different constitu- ents of the leaves part of this plant,in addition to the biological evalution with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the follovving constituents: A. Secoiridoids: in addition to two knovvn secoiridoids, Ligstroside (FAO-8) and Oleuropein (FAO-2) seven new secoiridoids have been isolated and the structures were elucidated. These secoiridoids classified into three groups: 253

Özet (Çeviri)

SUMMARY Balanites aegyptiaca Del. is an evergreen spiny tree belonging to the family Zygophyllaceae occurring naturally in the drier areas of Egypt, Eritrea, East and West Africa, Burma and India. It has a bitter sweet flavour particularly bitter when unripe, with strong smelling taste. The plant enjoys some reputation as a folk medicine. Preliminary phytochemical investigation of Balanites aegyptiaca grown in Egypt revealed the presence of saponins in all organs investigated. The present study deals with the phytochemical study of the saponin content of the fruit mesocarp as well as the biological evaluation of the title plant with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the occurence of a new example of a furosta- nol bisglycoside (BAL-1A) which has not been reported from a natural source previously and its structure was determined as 26-Op>-D-glucopyranosyl-3p\ 22, 26-trihydroxyfurost-5-ene-3-0-a-L-rhamnopyranosyl-(1->2)-p-D-glucopyranosyl- (1-> 4)-p-D-glucopyranoside, for which the name Balanitoside is suggested. This study represents, moreover the first instance of the detection of a new spi- rostanol sapogenin, 6-Methyldiosgenin (BAL-3). In addition, a known spiros- tanol saponin glycoside Balanitin-3, yamogenin 3-0-cc-L-rhamnopyranosyl-(1- > 2)-p-D-glucopyranosyl-(1->4)-p-D-glucopyranoside (BAL-2) was also isolated and identified. The structure of the new compounds and the identity of the known compound have been determined by chemical transformation and interpretation of their spectral data (IR, 1H-, 13C-NMR, 2D-NMR, El- and FAB-mass). One of the interesting points of this study is investigation of the biological activi ties. For this reason, the purified extracts as well as the isolated compounds of the fruit mesocarp of Balanites aegyptiaca were prepared and tested for: A. Toxicological Studies: The toxicological effects of both aqueous and alco holic extracts were studied and revealed that these extracts had no toxic effect 252even when injected subcutaneously in doses up to 20 g/kg body vveight. B.Molluscicidal, Miracidicidal and Cercaricidal Activities: The different extracts and isolated püre saponins shovved significant molluscicidai activity on the snails Biomphalaria alexandrina and Bulinus truncatus in addition to their miracidicidal and cercaricidal activities. Balanitin-3 (BAL-2) has the more toxic effect on the snails as well as its mira¬ cidicidal and cercaricidal activities than the other isolated compounds, Balanit- oside and 6-Methyldiosgenin. This revealed t h at the spirostanol saponin is more potent than the furostanol saponin and spirostan sapogenol. C.Hypoglycemic Activity: Among the blood glucose lovvering effect, Bala- nites aegyptiaca was found to be more potent and led to lovver glucose levels at the basal time even when compared to standart insulin-treated non-diabetic rats and streptozotocin-induced diabetic rats, and postulated that the hypoglycemic activity of Balanites aegyptiaca was due to pancreatic (3-cell stimulation. On the other hand, Balanitoside (BAL-1A) did not show any effect on the blood sugar levels, but caused slow hyperglycemia. Fraxinus angustifolia Vahi. is an evergreen tree belonging to the family Olea- ceae.mostly native in North temperate zone.The name Fraxinus is from the Greek word, meaning to“fence”. The plant enjoys some reputation in certain me- dicinal properties since many years. The present study deals with phytochemical screening of the different constitu- ents of the leaves part of this plant,in addition to the biological evalution with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the follovving constituents: A. Secoiridoids: in addition to two knovvn secoiridoids, Ligstroside (FAO-8) and Oleuropein (FAO-2) seven new secoiridoids have been isolated and the structures were elucidated. These secoiridoids classified into three groups: 253SUMMARY Balanites aegyptiaca Del. is an evergreen spiny tree belonging to the family Zygophyllaceae occurring naturally in the drier areas of Egypt, Eritrea, East and West Africa, Burma and India. It has a bitter sweet flavour particularly bitter when unripe, with strong smelling taste. The plant enjoys some reputation as a folk medicine. Preliminary phytochemical investigation of Balanites aegyptiaca grown in Egypt revealed the presence of saponins in all organs investigated. The present study deals with the phytochemical study of the saponin content of the fruit mesocarp as well as the biological evaluation of the title plant with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the occurence of a new example of a furosta- nol bisglycoside (BAL-1A) which has not been reported from a natural source previously and its structure was determined as 26-Op>-D-glucopyranosyl-3p\ 22, 26-trihydroxyfurost-5-ene-3-0-a-L-rhamnopyranosyl-(1->2)-p-D-glucopyranosyl- (1-> 4)-p-D-glucopyranoside, for which the name Balanitoside is suggested. This study represents, moreover the first instance of the detection of a new spi- rostanol sapogenin, 6-Methyldiosgenin (BAL-3). In addition, a known spiros- tanol saponin glycoside Balanitin-3, yamogenin 3-0-cc-L-rhamnopyranosyl-(1- > 2)-p-D-glucopyranosyl-(1->4)-p-D-glucopyranoside (BAL-2) was also isolated and identified. The structure of the new compounds and the identity of the known compound have been determined by chemical transformation and interpretation of their spectral data (IR, 1H-, 13C-NMR, 2D-NMR, El- and FAB-mass). One of the interesting points of this study is investigation of the biological activi ties. For this reason, the purified extracts as well as the isolated compounds of the fruit mesocarp of Balanites aegyptiaca were prepared and tested for: A. Toxicological Studies: The toxicological effects of both aqueous and alco holic extracts were studied and revealed that these extracts had no toxic effect 252even when injected subcutaneously in doses up to 20 g/kg body vveight. B.Molluscicidal, Miracidicidal and Cercaricidal Activities: The different extracts and isolated püre saponins shovved significant molluscicidai activity on the snails Biomphalaria alexandrina and Bulinus truncatus in addition to their miracidicidal and cercaricidal activities. Balanitin-3 (BAL-2) has the more toxic effect on the snails as well as its mira¬ cidicidal and cercaricidal activities than the other isolated compounds, Balanit- oside and 6-Methyldiosgenin. This revealed t h at the spirostanol saponin is more potent than the furostanol saponin and spirostan sapogenol. C.Hypoglycemic Activity: Among the blood glucose lovvering effect, Bala- nites aegyptiaca was found to be more potent and led to lovver glucose levels at the basal time even when compared to standart insulin-treated non-diabetic rats and streptozotocin-induced diabetic rats, and postulated that the hypoglycemic activity of Balanites aegyptiaca was due to pancreatic (3-cell stimulation. On the other hand, Balanitoside (BAL-1A) did not show any effect on the blood sugar levels, but caused slow hyperglycemia. Fraxinus angustifolia Vahi. is an evergreen tree belonging to the family Olea- ceae.mostly native in North temperate zone.The name Fraxinus is from the Greek word, meaning to“fence”. The plant enjoys some reputation in certain me- dicinal properties since many years. The present study deals with phytochemical screening of the different constitu- ents of the leaves part of this plant,in addition to the biological evalution with the aim of clarifying the taxonomic position of this species. This study has, thus, demonstrated the follovving constituents: A. Secoiridoids: in addition to two knovvn secoiridoids, Ligstroside (FAO-8) and Oleuropein (FAO-2) seven new secoiridoids have been isolated and the structures were elucidated. These secoiridoids classified into three groups: 253

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