Phytoecdysteroids from the Plant Dianthus helenae

Bungsteroid A: One Unusual C34 Pentacyclic Steroid Analogue from Zanthoxylum bungeanum Maxim

“…The 13 C NMR spectrum showed 34 carbon signals (Table ), and the 1 H and 13 C NMR data in acetone- d 6 (Table ) revealed the existence of four tertiary methyls at δ H 0.93 (H 3 –22), 0.96 (H 3 –23), 1.59 (H 3 –24), and 1.22 (H 3 –26) and δ C 17.0, 25.2, 22.3, 19.9 (C-22, C-23, C-24, and C-26, respectively); two secondary methyls at δ H 1.26 (d, J = 7.2 Hz, H 3 –32) and 1.38 (d, J = 6.0 Hz, H 3 –34) and δ C 15.0 and 18.7 (C-32 and C-34, respectively); one trisubstituted olefinic bond at δ H 5.23 (d, J = 2.4 Hz, H-2) and δ C 118.3 (C-2), 130.2 (C-3); one trisubstituted α,β-unsaturated carbonyl at δ H 5.75 (s, H-13) and δ C 165.2 (C-12), 121.6 (C-13), and 201.5 (C-14); one ester group at δ C 178.2 (C-31); two oxymethines at δ H 3.59 (dd, J = 10.8, 4.8 Hz, H-27), 4.19 (dq, J = 9.0, 6.0 Hz, H-33) and δ C 73.5, 79.3 (C-27 and C-33, respectively), four oxygen-bearing carbons at δ C 70.9, 71.4, 83.7, and 76.2 (C-5, C-10, C-18, and C-25, respectively), and five OH signals at δ H 3.64, 3.46, 3.96, 3.30, and 3.77 (OH-5, OH-10, OH-18, OH-25, and OH-27, respectively). The 1 H NMR data in pyridine- d 5 (Table ) from H-7 to H-33 except for H-9 and H-24 and 13 C NMR data in pyridine- d 5 (Table ) from C-5 to C-33 except for C-9, C-10, and C-24 were similar to those of cyasterone (NMR data in pyridine- d 6 , Supporting Information), a known compound isolated from genera Eriophyton , Cyathula , Ajuga , Conyza , and Dianthus , suggesting that compound 1 was a C 34 pentacyclic steroid and an isoprene moiety was attached to C-2 and C-3 of cyasterone to form a six-membered ring (A ring, Figure ), and the structure was further elucidated by the 2D NMR spectroscopic analyses.…”

The genus Porana (Convolvulaceae) - A phytochemical and pharmacological review

“…Phytoecdysteroids are a class of natural steroids with insect ecdysis activity. They also exhibit extensive pharmacological effects on higher animals, including hypoglycemia, wound repair, and immune regulation ( Taha-Salaime et al, 2019 ; Yusupova et al, 2019 ). Compounds 1–7 have no anti-inflammatory, sedative, anti-convulsant, or anti-cerebra-hypoxic activities in animal testing with Kunming mice ( Zhu et al, 2000 ).…”

Phytochemical constituents and biological activities of Dianthus helenae Vved., growing in Uzbekistan

“…Compounds 1 and 2 were identified by 1 H and 13 C NMR (Fig. S2 (Yusupova et al, 2019). Compounds 3 and 6 were identified by TLC (Yusupova et al, 2019;Yusupova et al, 2020).…”

“…S2 (Yusupova et al, 2019). Compounds 3 and 6 were identified by TLC (Yusupova et al, 2019;Yusupova et al, 2020). Compound 4 was obtained as a white crystal powder.…”