Two new iridoid glucosides were isolated from the whole plant of Caryopteris mongholica Bunge. On the basis of chemical and spectral evidence, they were determined as 8-acetyl-6'-O-(p-coumaroyl)harpagide and 6'...Two new iridoid glucosides were isolated from the whole plant of Caryopteris mongholica Bunge. On the basis of chemical and spectral evidence, they were determined as 8-acetyl-6'-O-(p-coumaroyl)harpagide and 6'-O-(p-coumaroyl)antirrinoside, respectively.展开更多
Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl...Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl) hexacosanate 1 and 6-(stigmasteroyl-3-O-β-glucopy-ranosidy1) linolenate 2, respectively.展开更多
Caryopteris incana is a perennial shrub distributed in the temperate zone of the East Asia. It is found in West Kyushu in Japan, where it is designated as an endangered species. Tsushima, Nagasaki, which experienced r...Caryopteris incana is a perennial shrub distributed in the temperate zone of the East Asia. It is found in West Kyushu in Japan, where it is designated as an endangered species. Tsushima, Nagasaki, which experienced repeated connection and fragmentation between the Korean Peninsula and Japan, is an island on the route along which C. incana moved to Japan from continental Asia. We conducted field work and confirmed the genetic structure of populations using DNA sequence analysis to construct a detailed distribution map and clarify the intraspecific phylogenetic relationships of C. incana in Tsushima Island. We confirmed 72 populations in Tsushima. Using the leaves of individuals cultivated from seeds collected from each natural population, we analyzed the chloroplast and nuclear DNA sequence variations. Among the populations, sequence variations were confirmed in six regions of chloroplast DNA, and six haplotypes, including base substitutions, were distinguished. Two haplotypes were mainly divided at the border of the northern part of the southern island in Tsushima. One population in the northwestern part of the north island showed a haplotype derived from the southern part. This finding revealed that the distribution of C. incana had been artificially influenced. Several haplotypes were confirmed by sequence variations in the northern populations, but only one haplotype in the southern populations, suggesting that C. incana on the north island had separated early from the south island in Tsushima.展开更多
Caryopteris incana is a continental plant, transferred to Japan from continental Asia via a land bridge between the Korean Peninsula and Tsushima Islands during a glacial period. It currently grows wild in West Kyushu...Caryopteris incana is a continental plant, transferred to Japan from continental Asia via a land bridge between the Korean Peninsula and Tsushima Islands during a glacial period. It currently grows wild in West Kyushu, Japan. In a previous study, we investigated the distribution of C. incana in the Tsushima Islands and confirmed the genetic structure of populations by using chloroplast DNA sequence analysis, suggesting that different haplotypes were distributed in the same area. Thus, it seemed that populations of C. incana throughout the Tsushima Islands colonized at different times;each haplotype had remained within its population without mixing. In this study, we conducted fieldwork to construct a detailed distribution map in West Kyushu excluding the Tsushima Islands. Additionally, we confirmed genetic structure of the C. incana population in these areas by using chloroplast DNA sequence analysis to study the intraspecific phylogenetic relationship of C. incana in Japan. We confirmed 37 natural populations in 257 locations throughout West Kyushu excluding the 72 natural populations in the Tsushima Islands. We also confirmed a recent decreasing trend in the number of natural populations in the Nagasaki Mainland. Using the leaves of individuals cultivated from seeds collected from each natural population, we analyzed the chloroplast DNA sequence variations. Among the investigated populations, sequence variations were confirmed in six regions of chloroplast DNA, and those haplotypes were mainly classified into two groups distributed in different areas on the phylogenetic tree. This finding revealed that the common ancestor of C. incana in Japan diverged early into two groups, followed by a fragmentation in population distribution for each area. The haplotype network almost reflected the geographical distribution on haplotypes. However, several haplotypes that were distributed in other areas were confirmed in the Nagasaki Mainland, suggesting a complicated distribution formation in the past.展开更多
Six new abietane diterpenoids(1−6)and five undescribed iridoids(7−11)have been isolated from the aerial parts of Caryopteris mongolica.The intricate structural characterization of these compounds was meticulously unde...Six new abietane diterpenoids(1−6)and five undescribed iridoids(7−11)have been isolated from the aerial parts of Caryopteris mongolica.The intricate structural characterization of these compounds was meticulously undertaken using an array of advanced spectroscopic techniques.This process was further enhanced by the application of DP4+probability analyses and electronic circular dichroism(ECD)calculations.Following isolation and structural elucidation,the cytotoxicity of these compounds was evaluated.Among them,compound 3 stood out,displaying significant cytotoxic activity against HeLa cells with an IC50 value of 7.83±1.28μmol·L^(−1).Additionally,compounds 1,2,4,9,and 10 manifested moderate cytotoxic effects on specific cell lines,with IC50 values ranging from 11.7 to 20.9μmol·L^(−1).展开更多
Antioxidant enzyme activity, photosynthetic pigment content, and free malondialdehyde （MDA）, as well as flavonoid content and the key enzyme activity in the flavonoid pathway were determined in two desert shrubs, Ca...Antioxidant enzyme activity, photosynthetic pigment content, and free malondialdehyde （MDA）, as well as flavonoid content and the key enzyme activity in the flavonoid pathway were determined in two desert shrubs, Caryopteris mongolica Bunge and Reaumuria soongorica （Pall.） Maxim. under drought stress. The free MDA content was enhanced during the experimental period, which may be an indicator of oxidative stress. Superoxide dismutase （SOD）, peroxidase （POD）, and ascorbate peroxidase （APX） activities in C. mongholica showed a significant increase during the experiment, but catalase （CAT） activity was slightly decreased. On the other hand, POD and APX activities showed a significant increase and SOD and CAT activity data had no significant changes in R. soongorica. APX, SOD, and CAT activities were higher in R. soongorica than in C. mongholica, but MDA content was lower, indicating that the lower values of MDA were attributed to higher activities of antioxidant enzyme in R. soongorica. Chlorophyll content decreased significantly in the two shrubs during the experiment, which indicated that there was a photoprotection mechanism through reducing light absorbance by decreasing pigments content. Caretonoids content increased in C. mongholica and decreased in R. soongorica. The ratio of Chla/Chlb decreased significantly but caretonoids/Chl revealed a significant increase in the two shrubs, which could be explained as no decrease of peripheral light-harvesting complexes and a higher tolerance to drought. Total flavonoid content and the activities of phenylalanine ammonialyase （PAL） and chalcone isomerase （CHI） showed different changes between C. mongholica and R. soongorica after treatment. These values decreased in R. soongorica and increased in C. mongholica except for PAL activity. However, anthocyanin content increased in the two shrubs, indicating that there was a different regulation response in the ftavonoid pathway in the two shrubs under drought stress, and anthocyanin should be an important antioxidant both in the shrubs. Our results demonstrated the different responses of antioxidant defense and drought tolerance ability between the two shrubs.展开更多
Floral trait variation may help pollinators and nectar robbers identify their target plants and,thus,lead to differential selection pressure for defense capability against floral antagonists.However,the effect of flor...Floral trait variation may help pollinators and nectar robbers identify their target plants and,thus,lead to differential selection pressure for defense capability against floral antagonists.However,the effect of floral trait variation among individuals within a population on multi-dimensional plant-animal interactions has been little explored.We investigated floral trait variation,pollination,and nectar robbing among individual plants in a population of the bumble bee-pollinated plant,Caryopteris divaricata,from which flowers are also robbed by bumble bees with varying intensity across individuals.We measured the variation in corolla tube length,nectar volume and sugar concentration among individual plants,and evaluated whether the variation were recognized by pollinators and robbers.We investigated the in-fluence of nectar robbing on legitimate visitation and seed production per fruit.We found that the primary nectar robber(Bombus nobilis)preferred to forage on plants with long-tubed flowers,which produced less nectar and had lower sugar concentration compared to those with shorter corolla tubes.Individuals with shorter corolla tubes had comparatively lower nectar robbing intensity but higher visitation by legitimate visitors(mainly B.picipes)and higher seed production.Nectar robbing signifi-cantly reduced seed production because it decreased pollinator visits.However,neither pollination nor seed production differed between plants with long and short corolla tubes when nectar robbers were excluded.This finding suggests that floral trait variation might not be driven by pollinators.Such variation among individual plants thus allows legitimate visitors and nectar robbers to segregate niches and enhances population defense against nectar robbing in unpredictable conditions.展开更多
基金State Key Laboratory of Applied Organic Chemistry,Lanzhou University
文摘Two new iridoid glucosides were isolated from the whole plant of Caryopteris mongholica Bunge. On the basis of chemical and spectral evidence, they were determined as 8-acetyl-6'-O-(p-coumaroyl)harpagide and 6'-O-(p-coumaroyl)antirrinoside, respectively.
文摘Two new steroidal glycosides were isolated from the Chinese medicinal plantCaryopteris terniflora. The spectroscopic and chemical evidences revealed that their structures tobe 6-(β-sitosteroyl-3-O-β-glucopyranosidyl) hexacosanate 1 and 6-(stigmasteroyl-3-O-β-glucopy-ranosidy1) linolenate 2, respectively.
文摘Caryopteris incana is a perennial shrub distributed in the temperate zone of the East Asia. It is found in West Kyushu in Japan, where it is designated as an endangered species. Tsushima, Nagasaki, which experienced repeated connection and fragmentation between the Korean Peninsula and Japan, is an island on the route along which C. incana moved to Japan from continental Asia. We conducted field work and confirmed the genetic structure of populations using DNA sequence analysis to construct a detailed distribution map and clarify the intraspecific phylogenetic relationships of C. incana in Tsushima Island. We confirmed 72 populations in Tsushima. Using the leaves of individuals cultivated from seeds collected from each natural population, we analyzed the chloroplast and nuclear DNA sequence variations. Among the populations, sequence variations were confirmed in six regions of chloroplast DNA, and six haplotypes, including base substitutions, were distinguished. Two haplotypes were mainly divided at the border of the northern part of the southern island in Tsushima. One population in the northwestern part of the north island showed a haplotype derived from the southern part. This finding revealed that the distribution of C. incana had been artificially influenced. Several haplotypes were confirmed by sequence variations in the northern populations, but only one haplotype in the southern populations, suggesting that C. incana on the north island had separated early from the south island in Tsushima.
文摘Caryopteris incana is a continental plant, transferred to Japan from continental Asia via a land bridge between the Korean Peninsula and Tsushima Islands during a glacial period. It currently grows wild in West Kyushu, Japan. In a previous study, we investigated the distribution of C. incana in the Tsushima Islands and confirmed the genetic structure of populations by using chloroplast DNA sequence analysis, suggesting that different haplotypes were distributed in the same area. Thus, it seemed that populations of C. incana throughout the Tsushima Islands colonized at different times;each haplotype had remained within its population without mixing. In this study, we conducted fieldwork to construct a detailed distribution map in West Kyushu excluding the Tsushima Islands. Additionally, we confirmed genetic structure of the C. incana population in these areas by using chloroplast DNA sequence analysis to study the intraspecific phylogenetic relationship of C. incana in Japan. We confirmed 37 natural populations in 257 locations throughout West Kyushu excluding the 72 natural populations in the Tsushima Islands. We also confirmed a recent decreasing trend in the number of natural populations in the Nagasaki Mainland. Using the leaves of individuals cultivated from seeds collected from each natural population, we analyzed the chloroplast DNA sequence variations. Among the investigated populations, sequence variations were confirmed in six regions of chloroplast DNA, and those haplotypes were mainly classified into two groups distributed in different areas on the phylogenetic tree. This finding revealed that the common ancestor of C. incana in Japan diverged early into two groups, followed by a fragmentation in population distribution for each area. The haplotype network almost reflected the geographical distribution on haplotypes. However, several haplotypes that were distributed in other areas were confirmed in the Nagasaki Mainland, suggesting a complicated distribution formation in the past.
基金This work was supported by the National Nature Science Foundation of China(No.21672152).
文摘Six new abietane diterpenoids(1−6)and five undescribed iridoids(7−11)have been isolated from the aerial parts of Caryopteris mongolica.The intricate structural characterization of these compounds was meticulously undertaken using an array of advanced spectroscopic techniques.This process was further enhanced by the application of DP4+probability analyses and electronic circular dichroism(ECD)calculations.Following isolation and structural elucidation,the cytotoxicity of these compounds was evaluated.Among them,compound 3 stood out,displaying significant cytotoxic activity against HeLa cells with an IC50 value of 7.83±1.28μmol·L^(−1).Additionally,compounds 1,2,4,9,and 10 manifested moderate cytotoxic effects on specific cell lines,with IC50 values ranging from 11.7 to 20.9μmol·L^(−1).
基金supported by the National Natural Science Foundation of China (No.30800122,31070358 and 30960065)the West Light Foundation of the Chinese Academy of Sciences
文摘Antioxidant enzyme activity, photosynthetic pigment content, and free malondialdehyde （MDA）, as well as flavonoid content and the key enzyme activity in the flavonoid pathway were determined in two desert shrubs, Caryopteris mongolica Bunge and Reaumuria soongorica （Pall.） Maxim. under drought stress. The free MDA content was enhanced during the experimental period, which may be an indicator of oxidative stress. Superoxide dismutase （SOD）, peroxidase （POD）, and ascorbate peroxidase （APX） activities in C. mongholica showed a significant increase during the experiment, but catalase （CAT） activity was slightly decreased. On the other hand, POD and APX activities showed a significant increase and SOD and CAT activity data had no significant changes in R. soongorica. APX, SOD, and CAT activities were higher in R. soongorica than in C. mongholica, but MDA content was lower, indicating that the lower values of MDA were attributed to higher activities of antioxidant enzyme in R. soongorica. Chlorophyll content decreased significantly in the two shrubs during the experiment, which indicated that there was a photoprotection mechanism through reducing light absorbance by decreasing pigments content. Caretonoids content increased in C. mongholica and decreased in R. soongorica. The ratio of Chla/Chlb decreased significantly but caretonoids/Chl revealed a significant increase in the two shrubs, which could be explained as no decrease of peripheral light-harvesting complexes and a higher tolerance to drought. Total flavonoid content and the activities of phenylalanine ammonialyase （PAL） and chalcone isomerase （CHI） showed different changes between C. mongholica and R. soongorica after treatment. These values decreased in R. soongorica and increased in C. mongholica except for PAL activity. However, anthocyanin content increased in the two shrubs, indicating that there was a different regulation response in the ftavonoid pathway in the two shrubs under drought stress, and anthocyanin should be an important antioxidant both in the shrubs. Our results demonstrated the different responses of antioxidant defense and drought tolerance ability between the two shrubs.
基金The research was supported by the National Natural Science Foundation of China(No.31970253 and 32270243)the Strategic Priority Research Program of Chinese Academy of Sciences(Grant No.XDB31010000)+1 种基金AL was also supported by a Ramon y Cajal contract(RYC-2015-19034)from the Spanish Ministry of Science,Innovation and Universities,the Spanish State Research Agency,European Social Funds(ESF invests in your future)and the University of the Balearic Islands,and by the project PRPPID2020-117863RB-I00financed by the Spanish Ministry of Science and Innovation and the Spanish Research Agency(MCIN/AEI/10.13039/501100011033).
文摘Floral trait variation may help pollinators and nectar robbers identify their target plants and,thus,lead to differential selection pressure for defense capability against floral antagonists.However,the effect of floral trait variation among individuals within a population on multi-dimensional plant-animal interactions has been little explored.We investigated floral trait variation,pollination,and nectar robbing among individual plants in a population of the bumble bee-pollinated plant,Caryopteris divaricata,from which flowers are also robbed by bumble bees with varying intensity across individuals.We measured the variation in corolla tube length,nectar volume and sugar concentration among individual plants,and evaluated whether the variation were recognized by pollinators and robbers.We investigated the in-fluence of nectar robbing on legitimate visitation and seed production per fruit.We found that the primary nectar robber(Bombus nobilis)preferred to forage on plants with long-tubed flowers,which produced less nectar and had lower sugar concentration compared to those with shorter corolla tubes.Individuals with shorter corolla tubes had comparatively lower nectar robbing intensity but higher visitation by legitimate visitors(mainly B.picipes)and higher seed production.Nectar robbing signifi-cantly reduced seed production because it decreased pollinator visits.However,neither pollination nor seed production differed between plants with long and short corolla tubes when nectar robbers were excluded.This finding suggests that floral trait variation might not be driven by pollinators.Such variation among individual plants thus allows legitimate visitors and nectar robbers to segregate niches and enhances population defense against nectar robbing in unpredictable conditions.
