Cembranoids from the Gum Resin of Boswellia carterii as Potential Antiulcerative Colitis Agents

Abstract

Eight new cembranoids, boscartins A-H (1, 2, and 4-9), and the known incensole oxide were isolated from the gum resin of Boswellia carterii. The absolute configurations of 1, 2, 4, and incensole oxide were unequivocally resolved using single-crystal X-ray diffraction analysis with Cu Kα radiation, and the absolute configuration of 5 was resolved via electronic circular dichroism data. The antiulcerative colitis activities of the compounds were evaluated in an in vitro x-box-binding protein 1 (XBP 1) transcriptional activity assay using dual luciferase reporter detection. At 10 μM, compounds 1, 5, 6, and 7 significantly activated XBP 1 transcription with EC50 values of 0.34, 1.14, 0.88, and 0.42 μM, respectively, compared with the pGL3-basic vector control.

Incensfuran: isolation, X-ray crystal structure and absolute configuration by means of chiroptical studies in solution and solid state

“…In addition, 1 H-NMR spectrum also possessed well-resolved oxymethine signal at 4.14 (dd J ¼ 9.6, 3.0 Hz, 1H, H-5) supported by 13 C-NMR peak at 83.4. 6 The DEPT NMR spectrum demonstrated the presence of 20 carbons divided into ve methyls, eight methylenes, three methines (including one oxygenated C-5 methine at d 83.4), and four quaternary carbons including three oxygenated tertiary carbons at d 88.7, 86.5, and 83.7 for C-1, C-4, and C-8 respectively. Moreover, the complete structure of compound 1 was accomplished by COSY and HMBC experiments ( Fig.…”

“…At the same time, we also conrmed that the absolute conguration at C-1 and C-4 is the same as incensole. 6,8 Having in mind that 1 possesses only one alkene chromophore in its structure, it is not surprising that ECD spectra in both media showed only a single negative band below 200 nm. Therefore, we decided to support the assignment by computing solution ECD and VCD spectra.…”

5- epi -Incensole: synthesis, X-ray crystal structure and absolute configuration by means of ECD and VCD studies in solution and solid state

“…Thus, we confirm that our semi-7 synthetic epi-incensole is the C-5 epimer of incensole, while the configuration at C-1 and C-4 is the same as incensole. 16 Figure 1. Molecular structure of compound 3 in the crystalline state.…”

A New Strategy for Deleting Animal drugs from Traditional Chinese Medicines based on Modified Yimusake Formula

“…As a famous crude drug in TCM, Boswellia has been used to treat rheumatic arthralgia, chest obstruction, dysmenorrhea, mouth sores, ringworm, diarrhea, vaginal discharge, hemorrhoids, hair loss, fever, dysentery, skin, blood, and syphilitic diseases, amenorrhea and infertility 50, 51 . Pharmacological research has demonstrated that Boswellia possesses analgesic, anti-inflammatory, sedative, antihyperlipidemic, antibacterial, carminative, mental tonic, eye tonic, anthelmintic, stomachic, antiulcer, and antipyretic activities 52 .…”