Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Nehal S Ramadan
  • Nabil H El-Sayed
  • Sayed A El-Toumy
  • Doha Abdou Mohamed
  • Zeinab Abdel Aziz
  • Mohamed Sobhy Marzouk
  • Tuba Esatbeyoglu
  • Mohamed A Farag
  • Kuniyoshi Shimizu

External Research Organisations

  • National Research Centre (NRC)
  • Cairo University
  • Kyushu University
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Details

Original languageEnglish
Article number5159
JournalMolecules
Volume27
Issue number16
Publication statusPublished - 12 Aug 2022

Abstract

Averrhoa carambola L. is reported for its anti-obese and anti-diabetic activities. The present study aimed to investigate its aqueous methanol leaf extract (CLL) in vivo anti-obese activity along with the isolation and identification of bioactive compounds and their in vitro α-glucosidase inhibition assessment. CLL improved all obesity complications and exhibited significant activity in an obese rat model. Fourteen compounds, including four flavone glycosides ( 1- 4) and ten dihydrochalcone glycosides ( 5- 12), were isolated and identified using spectroscopic techniques. New compounds identified in planta included ( 1) apigenin 6- C-(2-deoxy- β-D-galactopyranoside)-7- O- β-D-quinovopyranoside, ( 8) phloretin 3'- C-(2- O-( E)-cinnamoyl-3- O- β-D-fucopyranosyl-4- O-acetyl)- β-D-fucopyranosyl-6'- O- β-D fucopyranosyl-(1/2)-α-L arabinofuranoside, ( 11a) phloretin3'- C-(2- O-( E)-p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside, ( 11b) phloretin3'- C-(2-O- (Z) -p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside. Carambolaside M ( 5), carambolaside Ia ( 6), carambolaside J ( 7), carambolaside I ( 9), carambolaside P ( 10a), carambolaside O ( 10b), and carambolaside Q ( 12), which are reported for the first time from A. carambola L. leaves, whereas luteolin 6- C-α-L-rhamnopyranosyl-(1-2)- β-D-fucopyranoside ( 2), apigenin 6- C- β-D-galactopyranoside ( 3), and apigenin 6- C- α-L-rhamnopyranosyl-(1-2)- β-L-fucopyranoside ( 4) are isolated for the first time from Family. Oxalidaceae. In vitro α-glucosidase inhibitory activity revealed the potential efficacy of flavone glycosides, viz., 1, 2, 3, and 4 as antidiabetic agents. In contrast, dihydrochalcone glycosides ( 5- 11) showed weak activity, except for compound 12, which showed relatively strong activity.

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Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors. / Ramadan, Nehal S; El-Sayed, Nabil H; El-Toumy, Sayed A et al.
In: Molecules, Vol. 27, No. 16, 5159, 12.08.2022.

Research output: Contribution to journalArticleResearchpeer review

Ramadan, NS, El-Sayed, NH, El-Toumy, SA, Mohamed, DA, Aziz, ZA, Marzouk, MS, Esatbeyoglu, T, Farag, MA & Shimizu, K 2022, 'Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors', Molecules, vol. 27, no. 16, 5159. https://doi.org/10.3390/molecules27165159
Ramadan, N. S., El-Sayed, N. H., El-Toumy, S. A., Mohamed, D. A., Aziz, Z. A., Marzouk, M. S., Esatbeyoglu, T., Farag, M. A., & Shimizu, K. (2022). Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors. Molecules, 27(16), Article 5159. https://doi.org/10.3390/molecules27165159
Ramadan NS, El-Sayed NH, El-Toumy SA, Mohamed DA, Aziz ZA, Marzouk MS et al. Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors. Molecules. 2022 Aug 12;27(16):5159. doi: 10.3390/molecules27165159
Ramadan, Nehal S ; El-Sayed, Nabil H ; El-Toumy, Sayed A et al. / Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors. In: Molecules. 2022 ; Vol. 27, No. 16.
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title = "Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors",
abstract = " Averrhoa carambola L. is reported for its anti-obese and anti-diabetic activities. The present study aimed to investigate its aqueous methanol leaf extract (CLL) in vivo anti-obese activity along with the isolation and identification of bioactive compounds and their in vitro α-glucosidase inhibition assessment. CLL improved all obesity complications and exhibited significant activity in an obese rat model. Fourteen compounds, including four flavone glycosides ( 1- 4) and ten dihydrochalcone glycosides ( 5- 12), were isolated and identified using spectroscopic techniques. New compounds identified in planta included ( 1) apigenin 6- C-(2-deoxy- β-D-galactopyranoside)-7- O- β-D-quinovopyranoside, ( 8) phloretin 3'- C-(2- O-( E)-cinnamoyl-3- O- β-D-fucopyranosyl-4- O-acetyl)- β-D-fucopyranosyl-6'- O- β-D fucopyranosyl-(1/2)-α-L arabinofuranoside, ( 11a) phloretin3'- C-(2- O-( E)-p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside, ( 11b) phloretin3'- C-(2-O- (Z) -p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside. Carambolaside M ( 5), carambolaside Ia ( 6), carambolaside J ( 7), carambolaside I ( 9), carambolaside P ( 10a), carambolaside O ( 10b), and carambolaside Q ( 12), which are reported for the first time from A. carambola L. leaves, whereas luteolin 6- C-α-L-rhamnopyranosyl-(1-2)- β-D-fucopyranoside ( 2), apigenin 6- C- β-D-galactopyranoside ( 3), and apigenin 6- C- α-L-rhamnopyranosyl-(1-2)- β-L-fucopyranoside ( 4) are isolated for the first time from Family. Oxalidaceae. In vitro α-glucosidase inhibitory activity revealed the potential efficacy of flavone glycosides, viz., 1, 2, 3, and 4 as antidiabetic agents. In contrast, dihydrochalcone glycosides ( 5- 11) showed weak activity, except for compound 12, which showed relatively strong activity. ",
author = "Ramadan, {Nehal S} and El-Sayed, {Nabil H} and El-Toumy, {Sayed A} and Mohamed, {Doha Abdou} and Aziz, {Zeinab Abdel} and Marzouk, {Mohamed Sobhy} and Tuba Esatbeyoglu and Farag, {Mohamed A} and Kuniyoshi Shimizu",
note = "Funding information: The Egyptian Cultural Affairs and Missions sector, Ministry of Higher Education, Egypt, is acknowledged for the fellowship and financial support offered to N.S.R. This research was funded by a fellowship supported by the Egyptian Cultural Affairs and Missions sector, Ministry of Higher Education, Egypt. The publication of this article was funded by the Open Access Fund of Leibniz Universit{\"a}t Hannover.",
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TY - JOUR

T1 - Anti-obesity evaluation of Averrhoa carambola L. leaves and assessment of its polyphenols as potential α-glucosidase inhibitors

AU - Ramadan, Nehal S

AU - El-Sayed, Nabil H

AU - El-Toumy, Sayed A

AU - Mohamed, Doha Abdou

AU - Aziz, Zeinab Abdel

AU - Marzouk, Mohamed Sobhy

AU - Esatbeyoglu, Tuba

AU - Farag, Mohamed A

AU - Shimizu, Kuniyoshi

N1 - Funding information: The Egyptian Cultural Affairs and Missions sector, Ministry of Higher Education, Egypt, is acknowledged for the fellowship and financial support offered to N.S.R. This research was funded by a fellowship supported by the Egyptian Cultural Affairs and Missions sector, Ministry of Higher Education, Egypt. The publication of this article was funded by the Open Access Fund of Leibniz Universität Hannover.

PY - 2022/8/12

Y1 - 2022/8/12

N2 - Averrhoa carambola L. is reported for its anti-obese and anti-diabetic activities. The present study aimed to investigate its aqueous methanol leaf extract (CLL) in vivo anti-obese activity along with the isolation and identification of bioactive compounds and their in vitro α-glucosidase inhibition assessment. CLL improved all obesity complications and exhibited significant activity in an obese rat model. Fourteen compounds, including four flavone glycosides ( 1- 4) and ten dihydrochalcone glycosides ( 5- 12), were isolated and identified using spectroscopic techniques. New compounds identified in planta included ( 1) apigenin 6- C-(2-deoxy- β-D-galactopyranoside)-7- O- β-D-quinovopyranoside, ( 8) phloretin 3'- C-(2- O-( E)-cinnamoyl-3- O- β-D-fucopyranosyl-4- O-acetyl)- β-D-fucopyranosyl-6'- O- β-D fucopyranosyl-(1/2)-α-L arabinofuranoside, ( 11a) phloretin3'- C-(2- O-( E)-p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside, ( 11b) phloretin3'- C-(2-O- (Z) -p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside. Carambolaside M ( 5), carambolaside Ia ( 6), carambolaside J ( 7), carambolaside I ( 9), carambolaside P ( 10a), carambolaside O ( 10b), and carambolaside Q ( 12), which are reported for the first time from A. carambola L. leaves, whereas luteolin 6- C-α-L-rhamnopyranosyl-(1-2)- β-D-fucopyranoside ( 2), apigenin 6- C- β-D-galactopyranoside ( 3), and apigenin 6- C- α-L-rhamnopyranosyl-(1-2)- β-L-fucopyranoside ( 4) are isolated for the first time from Family. Oxalidaceae. In vitro α-glucosidase inhibitory activity revealed the potential efficacy of flavone glycosides, viz., 1, 2, 3, and 4 as antidiabetic agents. In contrast, dihydrochalcone glycosides ( 5- 11) showed weak activity, except for compound 12, which showed relatively strong activity.

AB - Averrhoa carambola L. is reported for its anti-obese and anti-diabetic activities. The present study aimed to investigate its aqueous methanol leaf extract (CLL) in vivo anti-obese activity along with the isolation and identification of bioactive compounds and their in vitro α-glucosidase inhibition assessment. CLL improved all obesity complications and exhibited significant activity in an obese rat model. Fourteen compounds, including four flavone glycosides ( 1- 4) and ten dihydrochalcone glycosides ( 5- 12), were isolated and identified using spectroscopic techniques. New compounds identified in planta included ( 1) apigenin 6- C-(2-deoxy- β-D-galactopyranoside)-7- O- β-D-quinovopyranoside, ( 8) phloretin 3'- C-(2- O-( E)-cinnamoyl-3- O- β-D-fucopyranosyl-4- O-acetyl)- β-D-fucopyranosyl-6'- O- β-D fucopyranosyl-(1/2)-α-L arabinofuranoside, ( 11a) phloretin3'- C-(2- O-( E)-p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside, ( 11b) phloretin3'- C-(2-O- (Z) -p-coumaroyl-3- O- β-D-fucosyl-4- O-acetyl)- β-D-fucosyl-6'- O-(2- O- β-D-fucosyl)-α-L-arabinofuranoside. Carambolaside M ( 5), carambolaside Ia ( 6), carambolaside J ( 7), carambolaside I ( 9), carambolaside P ( 10a), carambolaside O ( 10b), and carambolaside Q ( 12), which are reported for the first time from A. carambola L. leaves, whereas luteolin 6- C-α-L-rhamnopyranosyl-(1-2)- β-D-fucopyranoside ( 2), apigenin 6- C- β-D-galactopyranoside ( 3), and apigenin 6- C- α-L-rhamnopyranosyl-(1-2)- β-L-fucopyranoside ( 4) are isolated for the first time from Family. Oxalidaceae. In vitro α-glucosidase inhibitory activity revealed the potential efficacy of flavone glycosides, viz., 1, 2, 3, and 4 as antidiabetic agents. In contrast, dihydrochalcone glycosides ( 5- 11) showed weak activity, except for compound 12, which showed relatively strong activity.

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