Plants of the Republic of Azerbaijan with Potential Medicinal Applications. Part III

Mir-Babayev, Namik F.; Houghton, Peter J.

doi:10.1076/phbi.40.1.16.5863

Cited by 7 publications

(4 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The genus Ferula belongs to the Apiaceae family, which comprises over 160 species and is spread throughout the world, including the Mediterranean region, Central Asia, Siberia, China, Afghanistan, Iran, North Africa and the Caucasus (Mir-Babayev & Houghton, 2002;C ¸elik et al, 2023). This genus is rich in sesquiterpene coumarins.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Karimli,

Khrustalev,

Akkurt

et al. 2023

Acta Cryst E

View full text Add to dashboard Cite

The title compound, C 24 H 30 O 4 , consists of two trans-fused cyclohexane rings attached to a chromen-2-one moiety through an oxymethylene bridge. The cyclohexane rings adopt half-chair and chair conformations. In the crystal, molecules are linked by C-HÁ Á ÁO and O-HÁ Á ÁO hydrogen bonds, forming a triperiodic network. Furthermore, C-HÁ Á Á interactions stabilize the crystal structure. A Hirshfeld surface analysis revealed that the most important contributions to the crystal packing are from HÁ Á ÁH (56.9%), OÁ Á ÁH/HÁ Á ÁO (23.0%) and CÁ Á ÁH/HÁ Á ÁC (19.6%) contacts.

show abstract

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Karimli,

Khrustalev,

Akkurt

et al. 2023

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…As a medicinal plant, the Ferula genus is rich in coumarins, specifically sesquiterpene coumarins. Ferula species are found in the Mediterranean region, Central Asia, Siberia, China, Afghanistan, Iran, North Africa and the Caucasus (Mir-Babayev & Houghton, 2002). The members of this genus typically have a heavy fragrance due to the presence of essential oils or oleoresins in their content.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methylidene-2-oxododecahydrooxireno[2′,3′:6,7]naphtho[1,2-b]furan-6-yl (Z)-2-methylbut-2-enoate extracted from Ferula persica

Karimli

Khrustalev²,

Kurasova³

et al. 2023

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…The biological activity of Istanbulin A has been explored in the recent literature but, in general, the information provided regarding the enantiomeric identity of the compound is not complete (Mir-Babayev & Houghton, 2002;Reina et al, 2012;Fu et al, 2015;Xu et al, 2018). Therefore, unfortunately, it is not possible to clearly associate the reported activity with a corresponding enantiomeric and/or crystalline form.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Revisiting the absolute chirality and polymorphism of (–)-Istanbulin A

et al. 2020

View full text Add to dashboard Cite

The terpenoid (−)-Istanbulin A is a natural product isolated from Senecio filaginoides DC, one of the 270 species of Senecio (Asteraceae) which occurs in Argentina. The structure and absolute configuration of this compound [9a-hydroxy-3,4a,5-trimethyl-4a,6,7,8a,9,9a-hexahydro-4H,5H-naphtho[2,3-b]-furan-2,8-dione or (4S,5R,8R,10S)-1-oxo-8β-hydroxy-10βH-eremophil-7(11)-en-12,8β-olide, C15H20O4] were determined by single-crystal X-ray diffraction studies. It proved to be a sesquiterpene lactone showing an eremophilanolide skeleton whose chirality is described as 4S,5R,8R,10S. Structural results were also in agreement with the one- and two-dimensional (1D and 2D) NMR and HR–ESI–MS data, and other complementary spectroscopic information. In addition, (−)-Istanbulin A is a polymorph of the previously reported form of (−)-Istanbulin A, form I; thus, the title compound is denoted form II or polymorph II. Structural data and a literature search allowed the chirality of Istanbulin A to be revisited. The antimicrobial and antifungal activities of (−)-Istanbulin A, form II, were evaluated in order to establish a reference for future comparisons and applications related to specific crystal forms of Istanbulins.

show abstract

Plants of the Republic of Azerbaijan with Potential Medicinal Applications. Part III

Cited by 7 publications

References 29 publications

Crystal structure and Hirshfeld surface analysis of 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Crystal structure and Hirshfeld surface analysis of 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methylidene-2-oxododecahydrooxireno[2′,3′:6,7]naphtho[1,2-b]furan-6-yl (Z)-2-methylbut-2-enoate extracted from Ferula persica

Revisiting the absolute chirality and polymorphism of (–)-Istanbulin A

Contact Info

Product

Resources

About