Guaianolides from the Aerial Parts of Centaurea Hololeuca

Seven guaianolides were isolated from the acetone extract of the aerial parts of Centaurea hololeuca Boiss. The antifeedant activity of the natural compounds (1–7) and of four chloro derivatives (8–11), synthesized from repin (1) and janerin (3) were tested against larvae of Spodoptera littoralis. Cebellin J (6) and chlorojanerin (11) showed significant antifeedant activity at 100 ppm, whereas at this concentration cebellin G (4) and 15-deschloro-15-hydroxychlorojanerin (7) stimulated feeding. Cebellin G (4) stimulated larvae of S. littoralis to feed at low concentration, but deterred feeding at high concentrations. The addition of chlorine to repin (1) resulted in an increase in antifeeda…

Essential oil composition and antifeedant properties of Bellardia trixago (L.) All. (sin. Bartsia trixago L.) (Scrophulariaceae)

Medicinally Used Asarum Species: High-Resolution LC-MS Analysis of Aristolochic Acid Analogs and In vitro Toxicity Screening in HK-2 Cells

Species of Asarum are used in traditional Chinese medicine and, similar to members of the genus Aristolochia, they contain aristolochic acid analogs (AAAs). These compounds are known for their nephrotoxic and carcinogenic effects. So far, the phytochemistry and nephrotoxicity of species of Asarum is not well studied. A high-resolution LC-MS-based metabolomic approach was used to study the phytochemical variation in medicinally used Asarum species. The cytotoxicity of the samples was assessed using human kidney (HK-2) cells. The majority of samples contained potentially nephrotoxic AAAs, including 9-methoxy aristolactam (AL) IV, AL I, and AL IV. These compounds were present in methanol as we…

Neoclerodanes from Teucrium orientale

Abstract Two new neoclerodane diterpenoids, 6-deacetyl-teucrolivin A (5) and 8beta-hydroxy-teucrolivin B (6), were isolated from the aerial parts of Teucrium orientale, along with four already known neoclerodane diterpenoids, teucrolivin A (1), teucrolivin B (2), teucrolivin C (3) and teucrolivin H (4), previously isolated from Teucrium oliverianum. Their structures were elucidated on the basis of spectroscopic evidence and chemical transformations. Compounds 1-3 were assayed for antifeedant activity against Spodoptera littoralis, S. frugiperda and Heliocoverpa armigera. Teucrolivin A was the most potent of the three compounds tested.

Antifeedant activity of neo-clerodane diterpenoids from Teucrium fruticans and derivatives of fruticolone

The antifeedant activity of three neo-clerodane diterpenoids, fruticolone, isofruticolone and fruticolide from Teucrium fruticans was assessed using larvae of Spodoptera littoralis. Isofruticolone was one of the most potent of the Teucrium derived neo-clerodanes. Chemical modification of functional groups on fruticolone showed that its activity could be enhanced.

Volatile constituents of Scutellaria rubicunda Hornem subsp. linnaeana (Caruel) Rech. (Lamiaceae) endemic in Sicily

A diterpenoid with antifeedant activity from Scutellaria rubicunda

Abstract Two diterpenoids have been isolated from Scutellaria rubicunda subsp. linneana : (11 S ,13 S ,15 R and S , 16 R ,19 S )-6 α -acetoxy-19-tigloyloxy-2 α ,19;4 α ,18;11,16;15,16-tetraepoxy-neo-clerodan-15-ol (scutecyprol B) and (11 S ,13 S ,15 R and S , 16 R ,19 S )-6 α -acetoxy-2 α ,19;4 α ,18;11,16;15,16-tetra-epoxy-neo-cleroda-15,19,diol (scutalbin C). Both compounds were tested for antifeedant activity against larvae of some species of Lepidoptera. Scutecyprol B shows potent activity at 100 ppm.

Essential oils of three species of scutellaria and their influence on Spodoptera littoralis

Omic techniques in systems biology approaches to traditional Chinese medicine research: present and future.

AbstractOmic techniques have become key tools in the development of systems biology. As the holistic approaches underlying the practice of traditional Chinese medicine (TCM) and new tendencies in Western medicine towards personalised medicine require in-depth knowledge of mechanisms of action and active compounds, the use of omic techniques is crucial for understanding and interpretation of TCM development, especially in view of its expansion in Western countries. In this short review, omic applications in TCM research are reviewed which has allowed some speculation regarding future perspectives for these approaches in TCM modernisation and standardisation. Guidelines for good practice for …

Hastifolins A-G, antefeedant neo-clerodane diterpenoids from Scutellaria hastifolia

From the aerial parts of Scutellaria hastifolia, family Lamiaceae (Labiatae), seven neo-clerodane diterpenoids (hastifolins A-G) were isolated. The products are similar to the known scuteparvin and are characterized by being trans-cinnamoyl derivatives. Structures and stereochemistry were determined by intensive NMR investigation. Six of the products form three pairs of epimers at C-13. Hastifolins A-C showed significant antifeedant activity.

Antifeedant activity of neo-clerodane diterpenoids from Teucrium arduini

Antifeedant activity of neoclerodane diterpenoids from two Sicilian species of Scutellaria

Extremely potent antifeedant neo-clerodane derivatives of scutecyprol A

Two known neo-clerodane diterpenoids, scutecyprol A (1) and scutalbin C (2), have been isolated from the acetone extract of the aerial parts of Scutellaria sieberi. The antifeedant activity of scutecyprol A (1), of its 15-oxo derivative (3), and of several halohydrins (4-9), synthesized starting from compounds 1 and 3, against Spodoptera littoralis have been determined and structure-antifeedant relationships are discussed.

Sesquiterpenes from Onopordum illyricum and their antifeedant activity

Phytochemical investigation of the acetone extract of the aerial parts of Onopordum illyricum L. afforded five known sesquiterpenoids: compounds 3 and 4 already isolated from O. illirycum, and 8α-[4′-hydroxymethacryloyloxy]-sonchucarpolide (1), 8α-[4′-hydroxymethacryloyloxy]-4-epi-sonchucarpolide (2) and 8-(4′-hydroxymethacryloyl)-dehydromelitensin (5), not previously detected in this species. Compounds 4 and 5 showed moderate antifeedant activity against larvae of Spodoptera littoralis.