Anti-proliferative tirucallane triterpenoids from gum resin of Boswellia sacra

Zhang, Bingyang; Liu, Di; Cao, Shijie; Yao, Tie; Liu, Guanke; Chen, Liyi; Qiu, Feng

doi:10.1016/j.bioorg.2022.106155

Cited by 7 publications

(3 citation statements)

References 18 publications

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“…Spiro-astraodoric acid ( 264), a lanostane-type triterpenoid with a spirocyclic structure, was discovered in Astraeus odoratus, exhibiting cytotoxicity against various cancer cell lines [181]. Spirosacraoic acid A (265), with a rearranged tirucallane skeleton, was isolated from Boswellia sacra [182].…”

Section: B-nor Steroids and Triterpenoids Derived From Terrestrial So...mentioning

confidence: 99%

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Preprint

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The main focus of this review is to introduce readers to the fascinating class of lipid molecules known as norsteroids, exploring their distribution across various biotopes and their biological activities. The review provides an in-depth analysis of various modified steroids, including A, B, C, and D-norsteroids, each characterized by distinct structural alterations. These modifications, which range from the removal of specific methyl groups to changes in the steroid core, result in unique molecular architectures that significantly impact their biological activity and therapeutic potential. The discussion on A, B, C, and D-norsteroids sheds light on their unique configurations and how these structural modifications influence their pharmacological properties. The review also presents examples from natural sources that produce a diverse array of steroids with distinct structures, including the aforementioned A, B, C, and D-nor variants. These compounds, sourced from marine organisms like sponges, soft corals and starfish, as well as terrestrial entities such as plants, fungi, and bacteria. The exploration of these steroids encompasses their biosynthesis, ecological significance, and potential medical applications, highlighting a crucial area of interest in pharmacology and natural product chemistry. The review emphasizes the importance of researching these steroids for drug development, particularly in addressing diseases where conventional medications are inadequate or for conditions lacking sufficient therapeutic options. Examples of norsteroid synthesis are provided to illustrate the practical applications of this research.

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Section: B-nor Steroids and Triterpenoids Derived From Terrestrial So...mentioning

confidence: 99%

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Preprint

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“…Furthermore, many triterpenes exist as pairs of isomers, [10][11][12][13] which makes it difficult to identify their structures without knowing their characteristic diagnostic fragment ions (DFIs). According to recent studies, 14,15 there are multiple types of triterpenoids with different structures present in mastics.…”

Section: Introductionmentioning

confidence: 99%

“…However, the fragmentation patterns and the fragment ions of other triterpenes within mastic have not been fully characterized till now. Furthermore, many triterpenes exist as pairs of isomers, 10–13 which makes it difficult to identify their structures without knowing their characteristic diagnostic fragment ions (DFIs). According to recent studies, 14,15 there are multiple types of triterpenoids with different structures present in mastics.…”

Section: Introductionmentioning

confidence: 99%

Systematic qualitative analysis of terpenes in mastic (Pistacia lentiscus L.) extract and their fragmentations by UHPLC‐Q‐Orbitrap‐HRMS

Kahaer,

Abdulla,

et al. 2024

Phytochemical Analysis

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IntroductionMastic is a natural resin produced by Pistacia lentiscus L. (Anacardiaceae). The beneficial properties of this resin are attributed to its triterpenes and volatile compounds.ObjectiveThis study was conducted to screen and characterize the terpenes in mastic ethyl acetate extract (M‐Ex).MethodsAn ultrahigh‐performance liquid chromatography coupled to quadrupole Orbitrap high‐resolution mass spectrometry (UHPLC‐Q‐Orbitrap‐HRMS) method was developed for the qualitative analysis of terpenes in M‐Ex. We utilized in‐house‐isolated compounds as reference substance (Rs), including monoterpenes (A) with α‐pinane structures, tetracyclic triterpene (B) containing tirucallane skeletons, and pentacyclic triterpene (C) belonging to olean, moronic, amyrone, and lupane types. Based on the mass spectrometric characteristics of the above compounds, and the difference in characteristic diagnostic fragment ions (DFIs) in isomeric compounds, the terpene compounds were further identified in M‐Ex.ResultsOut of a total of 70 compounds, including monoterpenes and tetra‐, and pentacyclic triterpenes, 20 were accurately determined by Rs, retention time (RT), and DFIs.Based on the cleavage patterns summarized from the above 20 compounds and with reference to the reported literature, another 50 compounds were putatively identified. Based on our discovery, six terpenic acids with A‐seco‐tirucallane types and one monoterpene dimer were identified for the first time in mastic.ConclusionOur research serves not only as a foundation for the rapid identification and screening of terpene compounds in mastic but also as a supplementary basis for the identification of such compounds in other types of resins.

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Discovery of natural AMPK activator from the fruits of Xanthium sibiricum Patr.: Xanthiumine A, protoberberine alkaloid with unique C28 skeleton

Yao,

Tan,

Rong

et al. 2024

Bioorganic Chemistry

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Anti-proliferative tirucallane triterpenoids from gum resin of Boswellia sacra

Cited by 7 publications

References 18 publications

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Systematic qualitative analysis of terpenes in mastic (Pistacia lentiscus L.) extract and their fragmentations by UHPLC‐Q‐Orbitrap‐HRMS

Discovery of natural AMPK activator from the fruits of Xanthium sibiricum Patr.: Xanthiumine A, protoberberine alkaloid with unique C28 skeleton

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