5,8-Dihy-droxy-2,2-dimethyl-12-(3-methyl-but-2-en-yl)pyrano[3,2- b]xanthen-6-one (brasixanthone B)

Nurr Maria Ulfa Binti Seruji; Mohd Mustaqim Rosli; Vivien Yi Mian Jong; Thiruventhan Karunakaran; Mas Atikah Lizazman; Anita Marlina; Yanti Yana Binti Halid

doi:10.1107/S2414314622011981

5,8-Dihy-droxy-2,2-dimethyl-12-(3-methyl-but-2-en-yl)pyrano[3,2- b]xanthen-6-one (brasixanthone B)

IUCrdata. 2023 Jan 6;8(Pt 1):x221198. doi: 10.1107/S2414314622011981. eCollection 2023 Jan.

Authors

Nurr Maria Ulfa Binti Seruji¹, Mohd Mustaqim Rosli², Vivien Yi Mian Jong¹, Thiruventhan Karunakaran^{3

4}, Mas Atikah Lizazman¹, Anita Marlina^{5

6}, Yanti Yana Binti Halid¹

Affiliations

¹ Centre of Applied Science Studies, Universiti Teknologi MARA Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia.
² X-ray Crystallography Unit, School of Physics, University Sains Malaysia, 11800 USM, Penang, ., Malaysia.
³ Centre of Drug Research, Universiti Sains Malaysia, 11800 USM, Pulau Pinang, Malaysia.
⁴ School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
⁵ Research Centre for Chemistry, National Research and Innovation Agency, Indonesia.
⁶ Department of Chemistry, Faculty of Science, University of Malaya, 50603, Malaysia.

Abstract

The title compound (trivial name brasixanthone B), C₂₃H₂₂O₅, isolated from Calophyllum gracilentum, is characterized by a xanthone skeleton of three fused six-membered rings plus an additional fused pyrano ring and one 3-methyl-but-2-enyl side chain. The core xanthone moiety is almost planar, with a maximum deviation 0.057 (4) Å from the mean plane. In the mol-ecule, an intra-molecular O-H⋯O hydrogen bond forms an S(6) ring motif. The crystal structure features inter-molecular O-H⋯O and C-H⋯O inter-actions.

Keywords: 3-methylbut-2-enyl side chain; brasixanthone B; calophyllum gracilentum; crystal structure; pyrano ring; xanthone.

Grants and funding

Funding for this research was provided by: Sarawak Research Development Council (SRDC) (grant No. RDCRG/CAT/2019/11).