Two New Cytotoxic Spirostane‐Steroidal Saponins from the Roots of <i>Bletilla striata</i>

Park, Jong Eel; Woo, Kyeong Wan; Choi, Sang Un; Lee, Je Hyun; Lee, Kang Ro

doi:10.1002/hlca.201300102

Cited by 25 publications

(3 citation statements)

References 24 publications

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“…Thus, it has been used as a valuable hemostatic agent for the treatment of hemoptysis, vomiting blood, traumatic bleeding, and ulcerative carbuncles [4, 5]. Furthermore, it is not only used in the treatment of sores, chapped skin, and swelling [6, 7] but also has antibacterial [8, 9] and antitumor effects [10–12]. After years of research, more than 90 compounds have been isolated from B. striata tubers, including benzyl compounds, phenanthrene, glycosides, anthocyanins, triterpenes, and steroids [10, 13–15].…”

Section: Introductionmentioning

confidence: 99%

“…Furthermore, it is not only used in the treatment of sores, chapped skin, and swelling [6, 7] but also has antibacterial [8, 9] and antitumor effects [10–12]. After years of research, more than 90 compounds have been isolated from B. striata tubers, including benzyl compounds, phenanthrene, glycosides, anthocyanins, triterpenes, and steroids [10, 13–15]. Moreover, our previous pharmacological work has confirmed that B. striata extract shows a hemostatic effect by promoting platelet aggregation [16, 17].…”

Section: Introductionmentioning

confidence: 99%

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Simultaneous Determination of Three Bioactive Constituents from Bletilla striata by UPLC-MS/MS and Application of the Technique to Pharmacokinetic Analyses

Chen

Zheng

Chaoye

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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Bletilla striata has been widely used as a valuable hemostatic agent for thousands of years due to the high levels of bioactive constituents it contains. Here, we used a sensitive ultrahigh-performance liquid chromatography-tandem mass spectroscopy (UPLC-MS/MS) method for the simultaneous determination of three major active ingredients of the B. striata extract, namely, α-isobutylmalic acid, gymnoside I, and militarine in rat plasma. The three major active ingredients were determined using the multiple reaction monitoring (MRM) mode at m/z 189 ⟶ 129 for α-isobutylmalic acid, m/z 457.2 ⟶ 285.1 for gymnoside I, m/z 725.3 ⟶ 457.2 for militarine, and m/z 417.0 ⟶ 267.0 for the IS puerarin. All calibration curves showed good linearity (R2 ≥ 0.999) over the concentration range with the lower limit of quantification between 0.015 and 0.029 μg/mL. The relative standard deviations of intraday and interday measurements were less than 15%, and the method was accurate within 93.3–100.4%. The extraction recovery was 92.65–100.98%, and no matrix effect was observed. The results indicated that after oral administration of B. striata in rats, the Tmax of α-isobutylmalic acid was significantly longer than that of gymnoside I and militarine and the mean residence time and area under the curve of α-isobutylmalic acid and gymnoside I in rats were significantly higher than those of militarine. Moreover, the blood concentration-time curve of α-isobutylmalic acid showed double peaks, suggesting that α-isobutylmalic acid could exhibit the phenomenon of enterohepatic circulation or metabolic conversion. We also explored some of the pharmacokinetic characteristics of three ingredients from B. striata extract in vivo, and the data obtained may provide a basis for the further investigation of B. striata.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Simultaneous Determination of Three Bioactive Constituents from Bletilla striata by UPLC-MS/MS and Application of the Technique to Pharmacokinetic Analyses

Chen

Zheng

Chaoye

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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“…Based on the extensive analysis of COSY, HSQC, HMBC, and ROESY spectra, the 1 H and 13 C NMR signals of 1 were assigned as shown in Table . Comparison of the NMR data of 1 with those of neoruscogenin , suggested that 1 had the same substructure as neoruscogein in rings C, D, E, and F. Further structural information on 1 came from the inspection of the COSY spectrum, which demonstrated the presence of three isolated spin systems as shown in Figure a. The HMBC correlations between H 2 -4 and C-6, between H 3 -19 and C-1, between H-2β and C-10, and between H-7β and C-5 indicated rings A and B were connected via a C-1 to C-5 bond, which established a 5/7 ring system.…”

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confidence: 96%

Bufospirostenin A and Bufogargarizin C, Steroids with Rearranged Skeletons from the Toad Bufo bufo gargarizans

Tian

Ruan

et al. 2017

J. Nat. Prod.

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Bufospirostenin A (1) and bufogargarizin C (2), two novel steroids with rearranged A/B rings, were isolated from the toad Bufo bufo gargarizans. Compound 1 represents the first spirostanol found in animals. Compound 2 is an unusual bufadienolide with a cycloheptatriene B ring. Their structures were elucidated by spectroscopic analysis, single crystal X-ray diffraction analysis, and computational calculations.

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Chemical Constituents Isolated from Bletilla striata and Their Inhibitory Effects on Nitric Oxide Production in RAW 264.7 Cells

Bae

Lee

Jin

et al. 2017

Chemistry & Biodiversity

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Bioassay-guided fractionation of the MeOH extract of the tubers of Bletilla striata led to the isolation of two new C-methylated flavan-3-ols, bletillanols A (1) and B (2), along with ten known compounds (3 - 12). Their structures were determined by using extensive spectroscopic analysis including 1D-, 2D-NMR, and circular dichroism data. All of the isolated compounds were tested for their inhibitory potential on the nitric oxide generation in LPS-stimulated RAW 264.7 cells.

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Two New Cytotoxic Spirostane‐Steroidal Saponins from the Roots of Bletilla striata

Cited by 25 publications

References 24 publications

Simultaneous Determination of Three Bioactive Constituents from Bletilla striata by UPLC-MS/MS and Application of the Technique to Pharmacokinetic Analyses

Simultaneous Determination of Three Bioactive Constituents from Bletilla striata by UPLC-MS/MS and Application of the Technique to Pharmacokinetic Analyses

Bufospirostenin A and Bufogargarizin C, Steroids with Rearranged Skeletons from the Toad Bufo bufo gargarizans

Chemical Constituents Isolated from Bletilla striata and Their Inhibitory Effects on Nitric Oxide Production in RAW 264.7 Cells

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