The in vitro cytotoxic activity on human cancer cell lines of sixteen commercial EOs such as Aloysia citriodora, Boswellia sacra, Boswellia serrata, Cinnamomum zeylanicum, Cistus ladanifer, Citrus × aurantium, Citrus limon, Citrus sinensis, Cymbopogon citratus, Foeniculum vulgare, Illicium verum, Litsea cubeba, Satureja montana, Syzygium aromaticum, Thymus capitatus and Thymus vulgaris was performed using the MTT reduction assay. The screening was carried out on human cancer cells of breast adenocarcinoma (MCF7, T47D and MDA-MB-231), chronic myelogenous erythroleukemia (K562) and neuroblastoma cell lines (SH-SY5Y). C. zeylanicum and L. cubeba EOs were the most active on almost all the cell lines studied and thus could be promising as an anticancer agent. These two species showed a difference in their composition even though they belong to the Lauraceae family. Almost 57 % of the true cinnamon composition was made of (E)-cinnamaldehyde, while L. cubeba showed citral as the major compound (68.9 %). The K562 cells were the most sensitive to these oils with an IC50 ranging from 5.2 parts-per million (ppm) (C. zeylanicum) to 11.1 ppm (L. cubeba). The latter oil also showed an important cytotoxicity on MDA-MB-231 (13.4 ppm).

Chemical composition and in vitro cytotoxic screening of sixteen commercial essential oils on five cancer cell lines

Distribution of the anti-inflammatory and anti-depressant compounds: Incensole and incensole acetate in genus Boswellia.

Compositional analysis of the essential oil of Boswellia dalzielii frankincense from West Africa reveals two major chemotypes

Boswellic acids, and particularly 11-keto-boswellic acids, triterpenoids derived from the genus Boswellia (Burseraceae), are known for their anti-inflammatory and potential antitumor efficacy. Although boswellic acids generally occur as α-isomers (oleanane type) and β-isomers (ursane type), 11-keto-boswellic acid (KBA) was found only as the β-isomer, β-KBA. Here, the existence and natural occurrence of the respective α-isomer, 11-keto-α-boswellic acid (α-KBA), is demonstrated for the first time. Initially, α-KBA was synthesized and characterized by high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy, and a highly selective, sensitive, and accurate high-performance liquid chromatography coupled with tandem mass spectrometry (HPLC-MS/MS) method was developed by Design of Experiments (DoE) using a pentafluorophenyl stationary phase. This method allowed the selective quantification of individual 11-keto-boswellic acids and provided evidence for α-KBA in Boswellia spp. oleogum resins. The contents of α-KBA as well as further boswellic acids and the composition of essential oils were used to chemotaxonomically classify 41 Boswellia oleogum resins from 9 different species. Moreover, α-KBA exhibited cytotoxicity against three treatment-resistant triple-negative breast cancer (TNBC) cell lines in vitro and also induced apoptosis in MDA-MB-231 xenografts in vivo. The respective β-isomer and the acetylated form demonstrate higher cytotoxic efficacies against TNBC cells. This provides further insights into the structure-activity relationship of boswellic acids and could support future developments of potential anti-inflammatory and antitumor drugs.

https://www.mdpi.com/1420-3049/26/2/366/pdf

11-Keto-α-Boswellic Acid, a Novel Triterpenoid from Boswellia spp. with Chemotaxonomic Potential and Antitumor Activity against Triple-Negative Breast Cancer Cells.

Frankincense, the oleo-gum-resin of Boswellia trees, has been an important religious and medicinal element for thousands of years, and today is used extensively for essential oils. One of the most popular frankincense species is Boswellia sacra Flueck. (syn. Boswellia carteri Birdw.) from Somalia and Somaliland. Recent increases in demand have led to many areas being overharvested, emphasizing the need for incentives and monitoring for sustainable harvesting, such as certification schemes. Concurrently, a new chemical component, called methoxydecane, has emerged in oils claimed to be B. carteri, suggesting the possibility of a chemical marker of overharvesting or other stress that could aid in monitoring. To find the source of this new chemical component, we sampled resin directly from trees in areas producing the new methoxydecane chemotype. This revealed that methoxydecane comes not from Boswellia carteri, but from a newly described frankincense species, Boswellia occulta. The presence of Boswellia occulta oil in essential oil sold as pure B. carteri, including certified organic oil, emphasizes the current lack of traceability in the supply chain and the ineffectiveness of organic certification to secure purity and sustainable harvesting in wildcrafted species.

https://www.mdpi.com/2223-7747/8/4/88/pdf

Organic Certification is Not Enough: The Case of the Methoxydecane Frankincense

Frankincense, the oleo-gum resin of Boswellia species, has been an important element of traditional medicine for thousands of years. Frankincense is still used for oral hygiene, to treat wounds, and for its calming effects. Different Boswellia species show different chemical profiles, and B. carteri, in particular, has shown wide variation in essential oil composition. In order to provide insight into the chemical variability in authentic B. carteri oleoresin samples, a hierarchical cluster analysis of 42 chemical compositions of B. carteri oleo-gum resin essential oils has revealed at least three different chemotypes, i) an α-pinene-rich chemotype, ii) an α-thujene-rich chemotype, and iii) a methoxydecane-rich chemotype.

Loren Bangerter

Papers

Chemical Variation in Essential Oils from the Oleo-gum Resin of Boswellia carteri: A Preliminary Investigation.