1-Hy-droxy-3,4-dimeth-oxy-10-methyl-acridin-9-one

Rodrigo S A de Araújo; Ernestine N T Zondegoumba; Whisthler L D Tankoua; Barthelemy Nyassé; Francisco J B Mendonça-Junior; Carlos A De Simone

doi:10.1107/S2414314620010056

1-Hy-droxy-3,4-dimeth-oxy-10-methyl-acridin-9-one

IUCrdata. 2020 Aug 11;5(Pt 8):x201005. doi: 10.1107/S2414314620010056. eCollection 2020 Aug.

Authors

Rodrigo S A de Araújo¹, Ernestine N T Zondegoumba¹, Whisthler L D Tankoua², Barthelemy Nyassé², Francisco J B Mendonça-Junior¹, Carlos A De Simone³

Affiliations

¹ Laboratory of Synthesis and Drug Delivery, Center of Applied Biological and Social Sciences, State University of Paraiba-Campus V; 58071-160, João Pessoa, Paraiba, Brazil.
² Laboratory of Medicinal Chemistry, Departament of Organic Chemistry, Faculty of Sciences, University of Yaounde I; POBOX 812, Yaounde, Cameroon.
³ Departamento de Física e Informática, Instituto de Física de São Carlos, Universidade de São Paulo - USP, 13560-970 - São Carlos, SP, Brazil.

Abstract

There are two independent mol-ecules in the asymmetric unit of the title compound, C₁₆H₁₅NO₄, which was isolated from fruits of Zanthoxylum leprieurii. The atoms of the three rings of each mol-ecule are close to coplanar with the largest deviations from the least-squares planes being 0.084 (3) Å and 0.069 (2) Å. Each molecule features an intramolecular O-H⋯·O hydrogen bond. In the crystal, C-H⋯·O hydrogen-bonding inter-actions link the mol-ecules into a three-dimensional network.

Keywords: Zanthoxylum leprieurii; acridone derivative; crystal structure.

Grants and funding

This work was partly supported by the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) (grant No. 308590/2017–1) and was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior – Brasil (CAPES) – Finance Code 001. ENTZ thanks the World Academy of Science/Brazilian National Council for Scientific and Technological Development (TWAS/CNPq) for the 2017 Postdoctoral Fellowship Programme attributed to PhD Ernestine Nkwengoua T. Zondegoumba. and CAS is thankful to the CNPq for a fellowship.