Bignanoside A “A new neolignan glucoside” and bignanoside B “A new iridoid glucoside” from Bignonia binata leaves

Basma Khalaf Mahmoud; Mamdouh Nabil Samy; Ashraf Nageeb Elsayed Hamed; Usama Ramadan Abdelmohsen; Dina A. Hajjar; Yoshi Yamano; Sachiko Sugimoto; Katsuyoshi Matsunami; Mohamed Salah Kamel

doi:10.1016/j.phytol.2019.12.009

Bignanoside A “A new neolignan glucoside” and bignanoside B “A new iridoid glucoside” from Bignonia binata leaves

Basma Khalaf Mahmoud, Mamdouh Nabil Samy, Ashraf Nageeb Elsayed Hamed, Usama Ramadan Abdelmohsen, Dina A. Hajjar, Yoshi Yamano, Sachiko Sugimoto, Katsuyoshi Matsunami, Mohamed Salah Kamel

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8 Scopus citations

Abstract

One new neolignan glucoside; bignanoside A (1) and one new iridoid glucoside; bignanoside B (2), and one new lignan rhamnoside; (-)-1yoniresinol 3α-O-α-L-rhamnopyranoside (3) reported for the first time, alongside with seven known compounds were isolated from Bignonia binata leaves. The structures of the isolated compounds were elucidated by various spectroscopic methods, including 1D and 2D NMR experiments, as well as HR-ESI-MS. Compound 2 had a potent DPPH radical scavenging activity with IC50 value of 18.34 ± 0.81 μM. Likewise, compounds 4 and 9 exhibited antitrypanosomal activity with IC50 value of 29.12 ± 1.21 and 17.80 ± 0.32 μM, respectively, against Trypanosoma brucei brucei S427.

Original language	English (US)
Pages (from-to)	200-205
Number of pages	6
Journal	Phytochemistry Letters
Volume	35
DOIs	https://doi.org/10.1016/j.phytol.2019.12.009
State	Published - Dec 23 2019

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title = "Bignanoside A “A new neolignan glucoside” and bignanoside B “A new iridoid glucoside” from Bignonia binata leaves",

abstract = "One new neolignan glucoside; bignanoside A (1) and one new iridoid glucoside; bignanoside B (2), and one new lignan rhamnoside; (-)-1yoniresinol 3α-O-α-L-rhamnopyranoside (3) reported for the first time, alongside with seven known compounds were isolated from Bignonia binata leaves. The structures of the isolated compounds were elucidated by various spectroscopic methods, including 1D and 2D NMR experiments, as well as HR-ESI-MS. Compound 2 had a potent DPPH radical scavenging activity with IC50 value of 18.34 ± 0.81 μM. Likewise, compounds 4 and 9 exhibited antitrypanosomal activity with IC50 value of 29.12 ± 1.21 and 17.80 ± 0.32 μM, respectively, against Trypanosoma brucei brucei S427.",

author = "Mahmoud, {Basma Khalaf} and Samy, {Mamdouh Nabil} and Hamed, {Ashraf Nageeb Elsayed} and Abdelmohsen, {Usama Ramadan} and Hajjar, {Dina A.} and Yoshi Yamano and Sachiko Sugimoto and Katsuyoshi Matsunami and Kamel, {Mohamed Salah}",

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doi = "10.1016/j.phytol.2019.12.009",

language = "English (US)",

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T1 - Bignanoside A “A new neolignan glucoside” and bignanoside B “A new iridoid glucoside” from Bignonia binata leaves

AU - Mahmoud, Basma Khalaf

AU - Samy, Mamdouh Nabil

AU - Hamed, Ashraf Nageeb Elsayed

AU - Abdelmohsen, Usama Ramadan

AU - Hajjar, Dina A.

AU - Yamano, Yoshi

AU - Sugimoto, Sachiko

AU - Matsunami, Katsuyoshi

AU - Kamel, Mohamed Salah

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2019/12/23

Y1 - 2019/12/23

N2 - One new neolignan glucoside; bignanoside A (1) and one new iridoid glucoside; bignanoside B (2), and one new lignan rhamnoside; (-)-1yoniresinol 3α-O-α-L-rhamnopyranoside (3) reported for the first time, alongside with seven known compounds were isolated from Bignonia binata leaves. The structures of the isolated compounds were elucidated by various spectroscopic methods, including 1D and 2D NMR experiments, as well as HR-ESI-MS. Compound 2 had a potent DPPH radical scavenging activity with IC50 value of 18.34 ± 0.81 μM. Likewise, compounds 4 and 9 exhibited antitrypanosomal activity with IC50 value of 29.12 ± 1.21 and 17.80 ± 0.32 μM, respectively, against Trypanosoma brucei brucei S427.

AB - One new neolignan glucoside; bignanoside A (1) and one new iridoid glucoside; bignanoside B (2), and one new lignan rhamnoside; (-)-1yoniresinol 3α-O-α-L-rhamnopyranoside (3) reported for the first time, alongside with seven known compounds were isolated from Bignonia binata leaves. The structures of the isolated compounds were elucidated by various spectroscopic methods, including 1D and 2D NMR experiments, as well as HR-ESI-MS. Compound 2 had a potent DPPH radical scavenging activity with IC50 value of 18.34 ± 0.81 μM. Likewise, compounds 4 and 9 exhibited antitrypanosomal activity with IC50 value of 29.12 ± 1.21 and 17.80 ± 0.32 μM, respectively, against Trypanosoma brucei brucei S427.

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U2 - 10.1016/j.phytol.2019.12.009

DO - 10.1016/j.phytol.2019.12.009

M3 - Article

SN - 1874-3900

VL - 35

SP - 200

EP - 205

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Bignanoside A “A new neolignan glucoside” and bignanoside B “A new iridoid glucoside” from Bignonia binata leaves

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