Abstract

The structure of title compound Negundoside (2′-p-hydroxybenzoyl mussaenosidic acid) was established by spectral and X-ray diffraction studies. The compound crystallizes in the monoclinic crystal system with space group P21 having unit cell parameters: a=11.6201 (5) Å, b=9.2500 (4) Å, c=12.2516 (5) Å, β=97.793 (4)°, and Z=2. The crystal structure was solved by direct method using single crystal X-ray diffraction data collected at room temperature and refined by full-matrix least-squares procedures to a final R value of 0.0520 for 3389 observed reflections.

Highlights

  • Vitex negundo Linn is widely used in the indigenous system of medicine in India

  • The molecule consists of four rings in which two are condensed rings

  • The bond angles around the carbon atom C7 (i.e., O3–C7–C8 = 111.5 (3)∘, O3–C7–O4 = 123.3 (3)∘, and O4–C7–C8 = 125.2 (3)∘) and carbon atom C23 (i.e., C21–C23–O9 = 119.4 (3)∘, C21–C23–O10 = 115.7 (3)∘, and O9–C23–O10 = 124.8 (3)∘) are close to 120∘ which shows that these two carbon atoms are in sp2 hybridized state

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Summary

Introduction

Vitex negundo Linn (family: Verbenaceae) is widely used in the indigenous system of medicine in India. The plant is reported to have anti-inflammatory and antiarthritic properties [2]. Five iridoid glycosides have been reported from the leaves of V. negundo; these are aucubin, agnuside [9], negundoside, and nishindaside [10]. A number of pharmacological properties have been attributed to V. negundo including snake venom neutralization [12], hepatoprotective [13], tyrosinase inhibition [14], antiandrogenic [15], antifeeding [16], antifungal [17], analgesic, anti-inflammatory [18], central nervous system activity [19], mosquito repellent [20], nitric oxide scavenging [21], antiradical, antilipoperoxidative [22], antibacterial [23], and larvicidal [24]

Synthesis
Results and Discussion
B C4 C6 O7

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